- Synthesis, characterization of polystyrene-phosphate films and their application as heterogeneous catalyst for Knoevenagel condensation in solvent-free conditions
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Abstract: Novel film catalysts of the polystyrene (Ps) and trimethyl phosphate (P) nanoparticles were synthesized on glass substrates by soft chemistry using doctor blade method. Subsequently, the prepared Ps–P film catalysts were characterized by various
- Benzekri, Zakaria,Boukhris, Said,Chahine, Abdelkrim,El Aadad, Halima
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- Pseudo six-component stereoselective synthesis of 2,4,6-triaryl-3,3,5,5-tetracyanopiperidines
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The Kn?venagel–Michael–Mannich cascade reaction of aromatic aldehyde (3 equiv.), malononitrile (2 equiv.) and ammonium acetate or aqueous ammonia provides convenient stereoselective access to cis,cis-2,4,6-triaryl-3,3,5,5-tetracyanopiperidines in 62–94% y
- Vereshchagin, Anatoly N.,Karpenko, Kirill A.,Elinson, Michail N.,Dorofeeva, Evgeniya O.,Goloveshkin, Alexander S.,Egorov, Mikhail P.
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- Nanochannel {InZn}-Organic Framework with a High Catalytic Performance on CO2Chemical Fixation and Deacetalization-Knoevenagel Condensation
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The rare combination of InIII 5p and ZnII 3d in the presence of a structure-oriented TDP6- ligand led to a robust hybrid material of {(Me2NH2)[InZn(TDP)(OH2)]·4DMF·4H2O}n (NUC-42) with the interlaced hierarchical nanochannels (hexagonal and cylindrical) shaped by six rows of undocumented [InZn(CO2)6(OH2)] clusters, which represented the first 5p-3d nanochannel-based heterometallic metal-organic framework. With respect to the multifarious symbiotic Lewis acid-base and Br?nsted acid sites in the high porous framework, the catalytic performance of activated NUC-42a upon CO2 cycloaddition with styrene oxide was evaluated under solvent-free conditions with 1 atm of CO2 pressure, which exhibited that the reaction could be well completed at ambient temperature within 48 h or at 60 °C within 4 h with high yield and selectivity. Moreover, because of the acidic function of metal sites and a central free pyridine in the TDP6- ligand, deacetalization-Knoevenagel condensation of acetals and malononitrile could be efficiently facilitated by an activated sample of NUC-42a under lukewarm conditions.
- Chen, Hongtai,Zhang, Zhengguo,Hu, Tuoping,Zhang, Xiutang
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p. 16429 - 16438
(2021/11/01)
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- Supported copper on a diamide-diacid-bridged PMO: an efficient hybrid catalyst for the cascade oxidation of benzyl alcohols/Knoevenagel condensation
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In this study, a novel periodic mesoporous organosilica (PMO) containing diamide-diacid bridges was conveniently prepared using ethylenediaminetetraacetic dianhydride to support Cu(ii) species and affording supramolecular Cu@EDTAD-PMO nanoparticles efficiently. Fourier transform infrared (FT-IR) and energy dispersive X-ray (EDX) spectroscopy, thermogravimetric analysis (TGA), X-ray diffraction (XRD), field emission scanning electron microscopy (FESEM), Brunauer-Emmett-Teller (BET) analysis, and high-resolution transmission electron microscopy (HRTEM) results confirmed the successful synthesis of Cu@EDTAD-PMO. The stabilized Cu(ii) nanoparticles inside the mesochannels of the new PMO provided appropriate sites for selective oxidation of different benzyl alcohol derivatives to their corresponding benzaldehydes and subsequent Knoevenagel condensation with malononitrile. Therefore, Cu@EDTAD-PMO can be considered as a multifunctional heterogeneous catalyst, which is prepared easily through a green procedure and demonstrates appropriate stability with almost no leaching of the Cu(ii) nanoparticles into the reaction medium, and easy recovery through simple filtration. The recycled Cu@EDTAD-PMO was reused up to five times without significant loss of its catalytic activity. The stability, recoverability, and reusability of the designed heterogeneous catalyst were also studied under various reaction conditions.
- Dekamin, Mohammad G.,Valiey, Ehsan
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p. 437 - 450
(2022/01/20)
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- MOFs assembled from C 3symmetric ligands: Structure, iodine capture and role as bifunctional catalysts towards the oxidation-Knoevenagel cascade reaction
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Three new NiII/CoII-metal organic frameworks were self-assembled by the reaction of C3 symmetric 1,3,5-tribenzoic acid (H3BTC) and 2,4,6-tris(4-pyridyl)-1,3,5-triazine (4-TPT) ligands and NiII/CoII salts under solvothermal conditions. Isomorphous MOF1 and MOF2 exhibit a 3D pillar-layer framework based on binuclear M2(OH)(COO)2 units connected by tritopic BTC3- and 4-TPT ligands with a novel (3,5)-connected topology net. MOF3 displays a 3-fold interpenetrated 3D network exhibiting a (3,4)-connected topology net. The porous MOF3 can reversibly take up I2. The activated MOFs contain both Lewis acid (NiII center) and basic (uncoordinated pyridyl or carboxylic groups) sites, and act as bifunctional acid-base catalysts. The catalytic measurements demonstrate that the activated MOF3 exhibits good activities for benzyl alcohol oxidation and the Knoevenagel reaction and can be recycled and reused for at least four cycles without losing its structural integrity and high catalytic activity. Thus, the catalytic properties for the oxidation-Knoevenagel cascade reaction have also been studied.
- Zhang, Ying-Ying,Liu, Qing,Zhang, Lin-Yan,Bao, Yu-Mei,Tan, Jing-Yi,Zhang, Na,Zhang, Jian-Yong,Liu, Zhen-Jiang
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p. 647 - 659
(2021/01/28)
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- A ru-complex tethered to a N-rich covalent triazine framework for tandem aerobic oxidation-knoevenagel condensation reactions
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Herein, a highly N-rich covalent triazine framework (CTF) is applied as support for a RuIII complex. The bipyridine sites within the CTF provide excellent anchoring points for the [Ru(acac)2(CH3CN)2]PF6 complex. The obtained robust RuIII@bipy-CTF material was applied for the selective tandem aerobic oxidation-Knoevenagel condensation reaction. The presented system shows a high catalytic performance (>80% conversion of alcohols to α, β-unsaturated nitriles) without the use of expensive noble metals. The bipy-CTF not only acts as the catalyst support but also provides the active sites for both aerobic oxidation and Knoevenagel condensation reactions. This work highlights a new perspective for the development of highly efficient and robust heterogeneous catalysts applying CTFs for cascade catalysis.
- Abednatanzi, Sara,Der Voort, Pascal Van,Derakhshandeh, Parviz Gohari,Leus, Karen,Schmidt, Johannes,Watson, Geert
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- Triazole-directed fabrication of polyoxovanadate-based metal-organic frameworks as efficient multifunctional heterogeneous catalysts for the Knoevenagel condensation and oxidation of alcohols
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By introducing 4-amino-1,2,4-triazole (4-NH2-trz), three new polyoxovanadate-based metal-organic frameworks (PMOFs) [Ni3(4-NH2-trz)6][V6O18]·3H2O (1), [Co3(4-NH2-trz)6][V6O18]·3H2O (2) and [Cu3OH(4-NH2-trz)3H2O][VO3]5·H2O (3) have been synthesized and thoroughly characterized by single-crystal X-ray diffraction (SXRD), powder X-ray diffraction (PXRD), infrared spectroscopy (FT-IR), thermogravimetric (TG) analysis and elemental analysis (EA). Among them, PMOFs1and2had similar structures containing [V6O18]6?clusters; however, PMOF3was isolated as a structure containing a [VO3]55?cluster when the amount of the 4-NH2-trz ligand was reduced to half with the other synthesis conditions being the same as those of PMOFs1and2except for the transition-metal chlorides. Furthermore, the negative charges of polyoxovanadate [V6O18]6?and [VO3]55?anions were balanced by trinuclear complex cations [Ni3(4-NH2-trz)6]6?for1, [Co3(4-NH2-trz)6]6?for2and [Cu3OH(4-NH2-trz)3H2O]5?for3, respectively. PMOFs1-3were further used as heterogeneous catalysts in the Knoevenagel condensation under solvent-free conditions and showed high catalytic activity. PMOF1showed moderate catalytic activities in the oxidation of various aromatic alcohols using H2O2as an oxidant. Moreover, PMOF1could be reused at least three times without losing its activity.
- Cheng, Xueli,Han, Yinfeng,Hu, Changwen,Huang, Xianqiang,Li, Jikun,Mei, Yu,Wei, Chuanping
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p. 10082 - 10091
(2021/08/03)
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- Biguanide-functionalized hierarchical porous covalent organic frameworks for efficient catalysis of condensation reactions
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Covalent organic frameworks (COFs) can be rationally designed with desired physicochemical properties for a far-ranging application in catalytic systems. Herein, a biguanide-functionalized covalent organic framework was designed and prepared via N-alkylat
- Feng, Huiru,Gong, Kai,Li, Cunhao,Li, Haoran,Wang, Yunyun,Zhang, Daquan,Zhang, Huimin
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- Design and Development of Amine Functionalized Mesoporous Cubic Silica Particles: A Recyclable Catalyst for Knoevenagel Condensation
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Abstract: The amine functionalized cubic mesoporous silica nanoparticles (cSiO2-NH2) were successfully synthesized through biphasic stratification approach. The synthesized material was characterised by various spectroscopic and phys
- Gupta, Padmini,Kumar, Lalita S.,Kumar, Yogesh,Shabir, Javaid
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- Knoevenagel condensation in aqueous media promoted by 2,2′-bipyridinium dihydrogen phosphate as a green efficient catalyst
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A 2,2′-Bipyridine-based ionic compound named 2,2′-bipyridinium dihydrogen phosphate was synthesized by addition of phosphoric acid to a solution of 2,2′-Bipyridine in dichloromethane. After the characterization using FT-IR, mass, 1H, 13C and 31P NMR techniques, it was used as a Bronsted dicationic acidic catalyst for the promotion of the synthesis of 2-arylidene malononitrile and 5-arylidene barbituric acid derivatives via Knoevenagel condensation reaction in water. Some of the advantages of this method are the utilization of an easy preparable, cost-effective and eco-friendly organic salt as a catalyst within high rates and yields of the reactions, simple and quick work-up and acceptable reusability of the catalyst.
- Darvishzad, Shila,Daneshvar, Nader,Shirini, Farhad,Tajik, Hassan
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p. 2973 - 2984
(2021/04/19)
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- COMPOUNDS AND METHODS FOR TREATING OR PREVENTING HEART FAILURE
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The present invention relates to the discovery of novel compounds that can be used to treat and/or prevent heart failure in a subject. In certain embodiments, the compounds of the invention are sulfide: quinone oxidoreductase (SQOR) inhibitors. In other e
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Page/Page column 104; 119-120
(2020/07/25)
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- Highly Active Bisamino Functionalized Zr(IV)-UiO-67 Metal-Organic Framework for Cascade Catalysis
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This work reports the synthesis and characterization of Zr(IV)-based UiO-67-(NH2)2 (called 1) metal-organic framework. Activated 1 (named 1') was shown to be an efficient tandem catalyst in the conversion of benzaldehydedimethyl acet
- Das, Aniruddha,Anbu, Nagaraj,Mostakim,Dhakshinamoorthy, Amarajothi,Biswas, Shyam
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supporting information
p. 2830 - 2834
(2020/07/04)
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- One-pot oxidant-free dehydrogenation-Knoevenagel tandem reaction catalyzed by a recyclable magnetic base-metal bifunctional catalyst
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A new base-metal bifunctional catalyst NH-Pd(0)@MNP was prepared via a facile procedure and fully characterized. The as-prepared catalyst was used as an efficient relay catalyst for the one-pot oxidant-free dehydrogenation-Knoevenagel condensation tandem reaction from benzyl alcohol in H2O under mild conditions and generated benzalmalononitriles with yield up to 96%. Meanwhile, the catalyst could be easily recovered from the reaction system by an external magnetic field, and is reusable with little loss of activity up to 6 runs (5%).
- Yuan, Xiaofeng,Wan, Zijuan,Ning, Jinfeng,Zhang, Qiang,Luo, Jun
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- Acidic polymer containing sulfunic acid and carboxylic acid groups heterogenized with natural clay: A novel metal free and heterogeneous catalyst for acid-catalyzed reactions
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A novel metal-free solid acid catalyst, PHSA, has been designed and synthesized through facile and environmentally benign procedure via using halloysite nanoclay as a natural and biocompatible support. The synthetic protocol included co-polymerization of
- Akbari, Maryam,Heravi, Majid M.,Kahangi, Fatemeh Ghoreyshi,Sadjadi, Samahe
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- Magnetic core-shell dendritic mesoporous silica nanospheres anchored with diamine as an efficient and recyclable base catalyst
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In the present study, diamine-functionalized magnetic core-shell dendritic mesoporous silica nanospheres have been successfully synthesized by an oil-water biphasic stratification-coating strategy. The shape, size and morphology of the synthesized magnetic nanocatalyst could be characterized by various physicochemical techniques such as, field emission scanning electron microscopy (FE-SEM) and transmission electron microscopy (TEM). The characteristic information about the successful immobilization of various functionalities on the nanospheres could be obtained with the help of X-ray powder diffraction (XRD) patterns, Fourier transform-infrared spectroscopy (FT-IR), energy dispersive X-ray spectroscopy (EDX) and thermo-gravimetric analysis (TGA). The details about the magnetic behaviour and surface area of the nanocatalyst could be acquired by vibrating sample magnetometry (VSM) and BET surface analysis, respectively. The synthesized diamine-functionalized magnetic nanoparticles were then explored as a highly efficient catalyst for the Knoevenagel condensation and one-pot synthesis of polyhydroquinolines using aromatic/heteroaromatic aldehydes and aliphatic aldehydes with active methylene compounds under very mild conditions. The synthesized magnetic core-shell dendritic mesoporous silica nanospheres had large surface areas. This large surface area and pore volume could facilitate a proper interaction and penetration of the reactant molecules with the basic amine groups present on the dendritic mesoporous silica nanospheres. The supported nanocatalyst revealed no sign of leaching of the amine groups present inside the dendrimers and therefore, could be reused up to nine times without any noteworthy loss in catalytic activity.
- Surabhi,Shabir, Javaid,Gupta, Padmini,Sah, Digvijay,Mozumdar, Subho
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p. 21152 - 21166
(2020/12/31)
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- An Ionic Liquid on a Porous Organic Framework Support: A Recyclable Catalyst for the Knoevenagel Condensation in an Aqueous System
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Porous aromatic frameworks (PAFs) that feature a high density of phenyl rings in their robust frameworks are attractive platforms for catalysis because of their extremely high stability, high surface area, and adjustable pore size. In this paper, two PAF-
- Chen, Peng,Sun, Jin-Shi,Wu, Xian-Tao,Xiao, En-Kai,Zhang, Lei,Zhu, Guangshan
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p. 943 - 947
(2020/06/01)
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- Amine-functionalized hollow mesoporous nano-bowl with bulky acid-imprinted free space around base sites and DMF-annealed mesoporous channels as an efficient solid base catalyst
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Tailoring free spaces around catalytic sites and constructing inter-connected channels between them are highly attractive for achieving easy accessibility of reactants to catalytic sites. In this study, a strategy for constructing free space around base s
- Li, Shan,Ma, Xuebing,Wei, Shuai,Zhang, Jianing,Zhang, Li
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- A facile microwave-assisted Knoevenagel condensation of various aldehydes and ketones using amine-functionalized metal organic frameworks
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An amine-functionalized metal organic framework (MOF) was used as highly efficient and recyclable heterogeneous catalyst for Knoevenagel condensation of various aromatic aldehydes and ketones in ethanol. The catalytic efficiency was demonstrated by the hi
- Lee, Ik-Mo,Lumbiny, Bilkis Jahan,Taher, Abu
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- The Modified Clay as a New and Eco-Friendly Catalyst for the Knoevenagel Reaction
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Abstract: This work aims the synthesis of substituted alkenes via Knoevenagel condensation using the clay collected from the Agadir region and modified by KF as a heterogeneous catalyst (KF-modified clay). In this context, the influence of various paramet
- Bentahar, S.,Dbik, A.,Khomri, M. El,Lacherai, A.,Messaoudi, N. El,Sabour, A.,Taleb, M. Ait
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p. 1438 - 1444
(2020/10/29)
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- Highly efficient FeNP-embedded hybrid bifunctional reduced graphene oxide for Knoevenagel condensation with active methylene compounds
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We have synthesized atypical highly active bifunctional FeNPs implanted on amino-modified reduced graphene oxide (FeNPs/Am@rGO) [where FeNPs = Fe nanoparticles; Am = Primary aromatic amine derivatives such as p-phenylenediamine (PPD) and/or aniline (AN)]
- Patel, Dikin,Vithalani, Ravi,Modi, Chetan K.
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p. 2868 - 2881
(2020/03/03)
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- Hydroquinone and benzoquinone-catalyzed aqueous Knoevenagel condensation
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A Knoevenagel condensation of various aldehydes with malononitrile effectively proceeded in the presence of hydroquinone/benzoquinone mixed catalysts at room temperature in H2O. Furthermore, γ-deuterium-labeled α,β-unsaturated nitrile derivatives were als
- Koyama, Kaho,Kuwata, Marina,Sajiki, Hironao,Sawama, Yoshinari,Takakura, Ryoya,Yamada, Tsuyoshi
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supporting information
p. 6594 - 6597
(2020/09/21)
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- Mercaptopyridine resorcinol calix [4] arene zinc complex as well as preparation method and application thereof
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The invention discloses a mercaptopyridine resorcinol calix [4] arene zinc complex and a preparation method thereof. The chemical formula of the complex is [Zn2(m-bdc)2(L)],8DMF.2CH3OH, wherein DMF represents N, N-dimethyl formamide. The preparation method comprises steps as follows: 0.04 mmol of Zn(NO3)2.6H2O with weight of 0.012 g, 0.04 mmol of isophthalic acid with weight of 0.007 g and 0.10 mmol of a ligand L with weight of 0.012 g are added to a reaction kettle, 5 mL of DMF and 3 mL of methanol are taken as reaction solvents, and all components are heated for 3 days at the temperature of100 DEG C. The complex has a layered structure and is high in synthetic repeatability and stable in product performance; as a heterogeneous catalyst, the complex has high catalytic efficiency; the complex can selectively detect Cr2O7 anions and Fe metal cations.
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Paragraph 0016; 0017
(2019/05/08)
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- Oxidative Olefination of Benzylamine with an Active Methylene Compound Mediated by Hypervalent Iodine (III)
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Hypervalent iodine-mediated oxidative olefination of amines with an active methylene compound provides a rapid gateway towards the formation of electrophilic alkenes under mild reaction conditions in good to excellent yields. This is an efficient protocol for the preparation of substituted electrophilic alkenes.
- Rupanawar, Bapurao D.,Veetil, Sruthi M.,Suryavanshi, Gurunath
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p. 6232 - 6239
(2019/11/05)
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- Synthesis of multifunctional polymer containing Ni-Pd NPs via thiol-ene reaction for one-pot cascade reactions
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Recently, acid–base bifunctional catalysts have been considered due to their abilities, such as the simultaneous activation of electrophilic and nucleophilic species and their high importance in organic syntheses. However, the synthesis of acid–base catalysts is problematic due to the neutralization of acidic and basic groups. This work reports a facial approach to solve this problem via the synthesis of a novel bifunctional polymer using inexpensive materials and easy methods. In this way, at the first step, heterogeneous poly (styrene sulfonic acid-n-vinylimidazole) containing pentaerythritol tetra-(3-mercaptopropionate) (PETMP) and trimethylolpropane trimethacrylate (TMPTMA) cross-linkers were synthesized in the pores of a mesoporous silica structure using click reaction as a novel bifunctional acid–base catalyst. After that, Ni-Pd nanoparticles supported on poly (styrenesulfonic acid-n-vinylimidazole)/KIT-6 as a novel trifunctional heterogeneous acid–base-metal catalyst was prepared. The prepared catalysts were characterized by various techniques like FT-IR, TGA, ICP-AES, DRS-UV, TEM, FE-SEM, EDS-Mapping, and XRD. The synthesized catalysts were efficiently used as bifunctional/trifunctional catalysts for one-pot, deacetalization-Knoevenagel condensation and one-pot, three-step and a sequential reaction containing deacetalization-Knoevenagel condensation-reduction reaction. It is important to note that the synthesized catalyst showing high chemo-selectivity for the reduction of nitro group, alkenyl double bond and ester group in the presence of nitrile. Moreover, it was found that the different nanoparticles including Ni, Pd, and alloyed Ni-Pd showing different chemo-selectivity and catalytic activity in the reaction.
- Javad Kalbasi, Roozbeh,Mesgarsaravi, Niloofar,Gharibi, Reza
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- Catalysis through Dynamic Spacer Installation of Multivariate Functionalities in Metal-Organic Frameworks
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We demonstrate herein a facile strategy to engineer versatile catalytically active coordination interspace in the same primitive metal-organic framework (MOF) for variable heterogeneous catalysis. Different functional ligands can be reversibly inserted into and removed from proto-LIFM-28 individually or successively to bring in single or binary catalytic sites for specific reactions and switch the parent MOF to multipurpose catalysts. Alcohol-oxidation, Knoevenagel-condensation, click, acetal, and Baylis-Hillman reactions are achievable through simple exchange of a single catalytic spacer, while sequential or stepwise reactions are designable via selective combination of two catalytic spacers with different functionalities, thus making proto-LIFM-28 a multivariate MOF for multiuse and economic catalysis.
- Cao, Chen-Chen,Chen, Cheng-Xia,Wei, Zhang-Wen,Qiu, Qian-Feng,Zhu, Neng-Xiu,Xiong, Yang-Yang,Jiang, Ji-Jun,Wang, Dawei,Su, Cheng-Yong
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p. 2589 - 2593
(2019/03/04)
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- Co2+ immobilized on highly ordered mesoporous graphitic carbon nitride (ompg-C3N4/Co2+) as an efficient and recyclable heterogeneous catalyst for one-pot tandem selective photo-oxidation/Knoevenagel condensation
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Design and synthesis of efficient heterogeneous photocatalysts is an important task for practical applications due to the increasing environmental challenges and energy crisis. In this work, Co2+ modified highly ordered mesoporous graphitic carbon nitride (ompg-C3N4/Co2+) was prepared through a simple procedure involving sonication treatment. The obtained catalyst was characterized using FT-IR, XRD, ICP-OES, FE-SEM, UV–vis DRS, N2 adsorption-desorption, and TGA. It was found that the ompg-C3N4/Co2+ can function as a multifunctional heterogeneous photocatalyst for the one-pot tandem selective photo-oxidation/ Knoevenagel condensation. More interestingly, the obtained ompg-C3N4/Co2+ represented a high photocatalytic activity in benzyl alcohol oxidation without any oxidant under air atmosphere and visible light irradiation.
- Ghafuri, Hossein,Jafari, Ghazaleh,Rashidizadeh, Afsaneh,Manteghi, Faranak
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- An Efficient and Reusable Multifunctional Composite Magnetic Nanocatalyst for Knoevenagel Condensation
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A range of multifunctional magnetic metal-organic framework nanomaterials consisting of various mass ratios of the metal-organic framework MIL-53(Fe) and magnetic SiO 2 @NiFe 2 O 4 nanoparticles were designed, prepared, ch
- Yao, Nan,Tan, Jin,Liu, Yang,Hu, Yu Lin
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supporting information
p. 699 - 702
(2019/03/26)
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- Cadmium Naphthalenedisulfonate Complex as Heterogeneous Catalyst in the Knoevenagel Condensation
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The reaction of naphthalene-1,5-disulfonate (1,5-nds), 2,4,5-tris(pyridin-4-yl)imidazole (tpim), and cadmium(II) acetate dihydrate Cd(OAc)2·2H2O afforded a 2D coordination polymer, [Cd(tpim)(1,5-nds)]n (1). Crystal structu
- Deng,Guo,He,Ji
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p. 117 - 121
(2019/04/13)
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- Amino Acid Amide based Ionic Liquid as an Efficient Organo-Catalyst for Solvent-free Knoevenagel Condensation at Room Temperature
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Abstract: Ionic liquids of amino acid amide were synthesized and used as an efficient catalyst for solvent-free Knoevenagel condensation. Synthesized ionic liquids are an environmentally benign, inexpensive, metal free and plays the dual role of solvent as well as an efficient catalyst for Knoevenagel condensation. A wide range of aliphatic, aromatic and heteroaromatic aldehydes easily undergo condensation with malononitrile and ethyl cyanoacetate. The reaction proceeds at room temperature without using any organic solvent and is very fast with good to excellent yield. Additionally, the catalyst is easily separable and recyclable without loss of activity. Graphic Abstract: [Figure not available: see fulltext.].
- Burate, Pralhad A.,Javle, Balasaheb R.,Desale, Pranjal H.,Kinage, Anil K.
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p. 2368 - 2375
(2019/06/17)
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- Arylboronic acids inhibit P2X7 receptor function and the acute inflammatory response
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The P2X7 receptor (P2X7R) is an ion channel which is activated by interactions with the extracellular ATP molecules. The molecular complex P2X7R/ATP induces conformational changes in the protein subunits, opening a pore in the ion channel macromolecular s
- Faria, Robson Xavier,de Jesus Hiller, Noemi,Salles, Juliana Pimenta,Resende, Jackson Antonio Lamounier Camargos,Diogo, Roberta Tosta,von Ranke, Natalia Lidmar,Bello, Murilo Lamim,Rodrigues, Carlos Rangel,Castro, Helena Carla,de Luna Martins, Daniela
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p. 277 - 290
(2019/07/08)
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- Calix[4]arene-based polyoxometalate organic-inorganic hybrid and coordination polymer as heterogeneous catalysts for azide-alkyne cycloaddition and Knoevenagel condensation reaction
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Based on a neutral pyridyl-functional calix[4]arene ligand (L = tetrakis [(3-pyridylmethyl)oxy]-p-tertbutylcalix[4]arene), one polyoxometalate-based organic-inorganic hybrid [Cu2L(SiW12O40)0.5]·CH3CN·
- Yue, Liu-Juan,Liu, Ying-Ying,Xu, Guo-Hai,Ma, Jian-Fang
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p. 15871 - 15878
(2019/10/22)
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- Amino-functionalized mesostructured cellular foam silica: A highly efficient and recyclable catalyst in the Knoevenagel condensation reaction
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Mesostructured cellular foam silica was functionalized by an amino group (MCF-NH2) using the postsynthesis grafting method and utilized as a recyclable catalyst for the Knoevenagel reaction to afford α, β-unsaturated compounds. The catalyst was systematic
- Dong, Hao,Yang, Hongyuan,Zhang, Tengfei,Liu, Qing
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p. 1204 - 1215
(2019/09/10)
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- Mechanically fabricated Metal–organic framework/resin composite nanoparticles for efficient basic catalysis
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Zeolitic imidazolate framework-8 (ZIF-8) was successfully composited with an anionic basic resin 201?×?7 (717-resin) to provide a novel ZIF-8/717-resin composite. Its catalytic activity toward the Knoevenagel condensation reaction was evaluated. Results s
- Zhang, Zhi-Hui,Qian, Bing-Bing,Sheng, Pan-Pan,Yang, Sen,Huang, Xian-Feng,Wang, Jin-Long,Chen, Qun,Wang, Liang,He, Ming-Yang
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- New magnetic nanocatalyst containing a bis-dicationic ionic liquid framework for Knoevenagel condensation reaction
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Bis[(3-aminopropyl)triethoxysilane]dichloride immobilized on magnetic nano-γ-Fe2O3@SiO2 has been prepared. After characterization, the reagent was used for efficient promotion of the Knoevenagel reaction, achieving high re
- Karimi-Chayjani, Reyhaneh,Daneshvar, Nader,Shirini, Farhad,Tajik, Hassan
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p. 2471 - 2488
(2019/02/24)
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- An efficient and recyclable acid-base bifunctional core-shell nano-catalyst for the one-pot deacetalization-Knoevenagel tandem reaction
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A novel magnetic nanoparticle supported acid-base bifunctional catalyst was synthesized by anchoring [3-(2-aminoethyl)aminopropyl]triethoxysilane and sulfonic acid successively onto the surface of silica-coated Fe3O4 nanoparticles. The as-prepared nanoparticle catalyst was used as a quasi-homogeneous and recyclable catalyst for the one-pot deacetalization-Knoevenagel tandem reaction of benzaldehyde dimethylacetals and malononitrile. It showed high catalytic activity because the reaction proceeded smoothly and afforded benzylidenemalononitriles in excellent yields. Besides, it showed synergistic effect and facilitated the mass transfer process during the tandem reaction because the two catalytic moieties were connected together on the same MNP. Moreover, the catalyst can be readily recovered under an external magnetic field and reused without any significant loss of the catalytic activity after six runs.
- Wang, Zitao,Yuan, Xiaofeng,Cheng, Qi'An,Zhang, Tichun,Luo, Jun
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p. 11610 - 11615
(2018/07/24)
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- Synthesis and characterization of a Ni nanoparticle stabilized on Ionic liquid-functionalized magnetic Silica nanoparticles for tandem oxidative reaction of primary alcohols
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In this research, preparation of the magnetic nanoparticle, coating by a silica shell using (3-aminopropyl) triethoxysilane and synthesis of a novel sulfonic acid-substituted imidazolium-based ionic liquid onto the surface of these particles via a multi-component reaction, is described. The functionalized nanoparticles was loaded by Ni nanoparticles and characterized by means of techniques such as XRD, FTIR, SEM, EDX, TEM, TGA and ICP-OES. The nanostructures have spherical shapes that ranged in size from 80 to 100?nm. The catalytic activity of these nanoparticles was tested in aerobic oxidation of primary alcohols that showed good performance in the wide range of primary alcohols in water at mild reaction conditions. As a second step of this work, the tandem oxidative synthesis of alkylacrylonitriles and bisindolylmethanes were investigated using primary alcohols under oxidation conditions. This catalyst system can be recovered using external magnet and reused for five consecutive cycles without significantly less of its activity.
- Hosseinzadeh-Khanmiri, Rahim,Kamel, Yaser,Keshvari, Zahra,Mobaraki, Ahmad,Shahverdizadeh, Gholam Hossein,Vessally, Esmail,Babazadeh, Mirzaagha
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- Syntheses, crystal structures and knoevenagel condensation reactions of three coordination polymers assembled with Lewis basic ligand
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Three functional coordination polymers (CPs), [(CH3)2NH2]2[Cd3L2(H2O)2]·6H2O (1), [Ba4L2(H2O)8]·H2O (
- Ma, Li,Wu, Hua,Yang, Jin,Liu, Ying-Ying,Ma, Jian-Fang
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- Synthesis method of alkenyl dinitrile compounds
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The invention discloses a synthesis method of alkenyl dinitrile compounds. The preparation method comprises the following steps: taking substituted aldehyde and malononitrile as raw materials, takingRu/C as a catalyst, carrying out a reaction at 20-60 DEG
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Paragraph 0041-0044
(2018/09/08)
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- Ordered mesoporous Γ-Al2O3 as highly efficient and recyclable catalyst for the Knoevenagel reaction at room temperature
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Coumarins are important class of organic compounds and intensively used in agricultural and pharmaceutical industries. We have developed a strategy for the synthesis of coumarin derivatives quantitatively via Knoevenagel condensation reaction of an ortho-hydroxyaryl aldehyde and an activated methylene compounds in the presence of ordered mesoporous γ-Al2O3 as a heterogeneous catalyst. The catalyst has been thoroughly characterized through powder X-ray diffraction, N2 sorption analysis, FTIR spectroscopy, TG/DTA, NH3-TPD and CO2-TPD (temperature programmed desorption) analysis. The material possesses periodicity in mesopores and both surface acidic and basic sites having strengths of 1.47 and 1.11 mmol g?1, respectively, which is highly favorable for carrying out the Knoevenagel condensation reaction for the synthesis of a wide range of condensation product (yields ~98%) under very mild conditions. This amphoteric catalyst exhibits good surface Lewis acidity/basicity and high recyclability up to sixth reaction cycles without any significant loss in the product yield.
- Bhanja, Piyali,Kayal, Utpal,Bhaumik, Asim
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p. 220 - 227
(2018/04/05)
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- Synthesis and Evaluation of the Anticancer and Trypanocidal Activities of Boronic Tyrphostins
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Molecules containing an (cyanovinyl)arene moiety are known as tyrphostins because of their ability to inhibit proteins from the tyrosine kinase family, an interesting target for the development of anticancer and trypanocidal drugs. In the present work, (E
- Hiller, Noemi de J.,Silva, Nayane A. A. e,Faria, Robson X.,Souza, André Luís A.,Resende, Jackson A. L. C.,Borges Farias, André,Correia Romeiro, Nelilma,de Luna Martins, Daniela
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p. 1395 - 1404
(2018/07/29)
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- Efficient Synthesis of Branched Polyamine Based Thermally Stable Heterogeneous Catalyst for Knoevenagel Condensation at Room Temperature
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Abstract: In this paper, a new convenient strategy for the synthesis of polyethylenimine functionalized Si-MCM-41 grafted on surface modified graphene oxide has been developed. The as-synthesised catalyst exerts good catalytic activity and reusability tow
- Chaudhuri, Haribandhu,Gupta, Radha,Dash, Subhajit
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p. 1703 - 1713
(2018/04/02)
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- A Cationic Zinc-Organic Framework with Lewis Acidic and Basic Bifunctional Sites as an Efficient Solvent-Free Catalyst: CO2 Fixation and Knoevenagel Condensation Reaction
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A novel two-dimensional cationic framework [Zn2(TCA)(BIB)2.5]·(NO3) (1) (H3TCA = tricarboxytriphenyl amine, BIB = 1,3-bis(imidazol-1-ylmethyl)benzene) was successfully achieved. Compound 1 not only presents a mo
- Yao, Cheng,Zhou, Shaolin,Kang, Xiaojing,Zhao, Yang,Yan, Rui,Zhang, Yan,Wen, Lili
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p. 11157 - 11164
(2018/09/14)
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- Nmp-based ionic liquids: Recyclable catalysts for both hetero-Michael addition and Knoevenagel condensation in water
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A series of novel N-methyl piperidine (Nmp)-based ionic liquids with 1,2-propanediol group are synthesized and used as catalysts for both hetero-Michael addition of α,β-unsaturated amides and Knoevenagel condensation at room temperature in water; and all the examined substrates could be transformed into corresponding products in good to excellent yields. Meanwhile IL-catalyzed hetero-Michael addition of α,β-unsaturated amides in water has not been reported in the previous literatures. Additionally, the catalyst is recyclable for the two reactions. This finding provides a green catalyst for both hetero-Michael addition of α,β-unsaturated amides and Knoevenagel condensation in water.
- Yang, Pengkun,Liu, Yawei,Chai, Ling,Lai, Zhenzhen,Fang, Xiaomin,Liu, Baoying,Zhang, Wenkai,Lu, Minghua,Xu, Yuanqing,Xu, Hao
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supporting information
p. 1060 - 1067
(2018/05/23)
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- TEDETA@BNPs as a basic and metal free nanocatalyst for Knoevenagel condensation and Hantzsch reaction
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In this work, Boehmite nanoparticles (BNPs) were synthesized in water using commercially available materials and further N,N,N′,N′-tetraethyldiethylentriamin (TEDETA) was supported on the surface of BNPs, and used as organo-basic catalyst in four-componen
- Ghorbani-Choghamarani, Arash,Heidarnezhad, Zahra,Tahmasbi, Bahman,Azadi, Gouhar
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p. 2281 - 2293
(2018/08/28)
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- Synthesis and characterization of sulfamic acid supported on Fe3O4 nanoparticles: A green, versatile and magnetically separable acidic catalyst for oxidation reactions and Knoevenagel condensation
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Sulfamic acid immobilized on diethylenetriamine functionalized Fe3O4 nanoparticles (SA-DETA-Fe3O4) was successfully prepared and characterized by X-ray diffraction (XRD), Fourier transform infrared spectroscopy (FT-IR), vibrating sample magnetometer (VSM), thermo gravimetric analysis (TGA), X-Ray diffraction (XRD) and scanning electron microscopy (SEM). The sulfamic acid was found as a magnetically separable and highly active catalyst for the oxidative coupling thiols, oxidation of sulfides. Furthermore, the SA-DETA-Fe3O4 showed the high catalytic activity in Knoevenagel condensation of aromatic aldehydes with active methylene compounds (malononitrile and ethyl cynoacetate). The nanosolid catalyst could be easily recovered by a simple magnetic separation and reused for many cycles without deterioration in catalytic activity.
- Shiri, Lotfi,Narimani, Hojatollah,Kazemi, Mosstafa
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- A novel bifunctional Pd-ZIF-8/rGO catalyst with spatially separated active sites for the tandem Knoevenagel condensation-reduction reaction
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A novel bifunctional catalyst with spatially separated active sites was prepared by the immobilization of Pd nanoparticles (NPs) via covalent interaction and coordination of a zeolitic imidazolate framework (ZIF-8) on the surface of graphene oxide (GO), respectively, which was used as an efficient catalyst for the Knoevenagel condensation-reduction tandem reaction. The results of Fourier transform infrared spectroscopy (FT-IR), X-ray diffraction (XRD), Raman spectroscopy, UV-vis spectroscopy, X-ray photoelectron spectroscopy (XPS) and thermogravimetric analysis (TGA) demonstrated that Pd and ZIF-8 were successfully immobilized on the surface of GO, and the GO was reduced to reduced graphene oxide (rGO) using NaBH4 as the reductant in the preparation of Pd-ZIF-8/rGO. The textural properties and morphology of Pd-ZIF-8/rGO were characterized by N2 adsorption-desorption, scanning electron microscopy (SEM) and transmission electron microscopy (TEM). Pd-ZIF-8/rGO shows excellent catalytic performance in the tandem reaction with 100% benzaldehyde conversion and 98.3% selectivity to benzylmalononitrile. The excellent catalytic performance of Pd-ZIF-8/rGO in the tandem reaction is due to the high catalytic activities of spatially separated Pd NPs and ZIF-8 active sites and concentrated reactants on the surface of Pd-ZIF-8/rGO due to the π-π interaction between rGO and the reactants. The anchoring and stabilization effects of oxygenated groups of GO inhibit the aggregation and leakage of active sites, leading to good catalytic recyclability with almost unchanged catalytic activity for more than eight cycles in the tandem reaction.
- Wang, Hefang,Wang, Yansu,Jia, Aizhong,Wang, Cunyue,Wu, Luming,Yang, Yongfang,Wang, Yanji
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p. 5572 - 5584
(2017/12/07)
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- Tungstate-loaded triazine-based magnetic poly(Bis-imidazolium ionic liquid): An effective bi-functional catalyst for tandem selective oxidation/Knoevenagel condensation in water
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A novel bi-functional polymeric catalyst was synthesized by immobilization of tungstate anions onto the nitrogen rich poly(ionic liquid)/magnetic nanocomposite. The resulting catalyst has two types of catalytic sites: (i) immobilized WO4 anions with bis-imidazolium ionic liquid cation for selective oxidation of alcohols and (ii) basic amine groups for Knoevenagel condensation between produced aldehyde and malononitrile. Due to the polymeric nature of the catalyst, large amounts of tungstate and basic nitrogen groups were presented on the solid surface which led to a decrease in the applied catalyst mass for catalytic reaction. High catalytic activity and excellent selectivity of catalyst in water medium make this protocol a green way for production of fine chemicals.
- Zohreh, Nasrin,Tavakolizadeh, Maryam,Hosseini, Seyed Hassan,Pourjavadi, Ali,Bennett, Craig
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p. 342 - 350
(2017/02/19)
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- H3PW12O40/mpg-C3N4 as an efficient and reusable bifunctional catalyst in one-pot oxidation-Knoevenagel condensation tandem reaction
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A single-site bifunctional catalyst for the oxidation-Knoevenagel condensation tandem reaction was prepared by the immobilization of phosphotungstic acid (HPW) on mesoporous graphitic carbon nitride (mpg-C3N4) via electrostatic interaction (HPW/mpg-C3N4). The results of Fourier transform infrared spectroscopy (FT-IR), X-ray diffraction (XRD), solid-state 31P nuclear magnetic resonance (solid-state 31P NMR), zeta potentials, X-ray photoelectron spectroscopy (XPS) and thermogravimetric analysis (TGA) demonstrated that HPW was successfully immobilized on the protonated mpg-C3N4 by electrostatic interaction. The acid amounts of the catalysts were determined by NH3 temperature programmed desorption (NH3-TPD). The textural properties and morphology of HPW/mpg-C3N4 were characterized by N2 adsorption-desorption, scanning electron microscopy (SEM) and transmission electron microscopy (TEM). 30% HPW/mpg-C3N4 shows the best catalytic performance in the tandem reaction with 98.4% benzyl alcohol conversion and 96.2% selectivity to benzylidene malononitrile. The excellent catalytic performance of 30% HPW/mpg-C3N4 in the tandem reaction is due to the good catalytic performance of HPW in the oxidation and Knoevenagel condensation, respectively. Furthermore, protonated mpg-C3N4 not only acts as a support to facilitate good dispersion of HPW but also promotes the Knoevenagel condensation reaction effectively. Moreover, the HPW/mpg-C3N4 catalyst could be recycled easily without significant loss of catalytic activity.
- Wang, Hefang,Wang, Cunyue,Yang, Yongfang,Zhao, Meng,Wang, Yanji
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p. 405 - 417
(2017/08/14)
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- Knoevenagel condensation catalyzed by novel Nmm-based ionic liquids in water
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A series of novel N-methyl morpholine (Nmm) based ionic liquids with 1,2-propanediol group were synthesized and used as catalysts for Knoevenagel condensation at room temperature in water. Under the effect of the catalyst, various aldehydes or aliphatic ketones could react with a wide range of activated methylene compounds well, including malononitrile, alkyl cyanoacetate, cyanoacetamide, β-diketone, barbituric acid, 2-arylacetonitrile and thiazolidinedione. Furthermore, most of the products could be separated just by filtrating and washing with water. Additionally, the catalyst is recyclable and applicable for the large-scale synthesis.
- Xu, Hao,Pan, Liyang,Fang, Xiaomin,Liu, Baoying,Zhang, Wenkai,Lu, Minghua,Xu, Yuanqing,Ding, Tao,Chang, Haibo
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supporting information
p. 2360 - 2365
(2017/05/29)
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