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13021-18-6 Usage

General Description

1-(4'-methoxy-biphenyl-4-yl)-ethanone, also known as 4'-methoxyacetophenone, is a chemical compound with the molecular formula C15H14O2. It is a pale-yellow crystalline solid with a sweet, floral, and honey-like odor. 1-(4'-METHOXY-BIPHENYL-4-YL)-ETHANONE is commonly used as a flavoring agent in the food and beverage industry and as a fragrance ingredient in the cosmetic and personal care products. It is also used in the synthesis of pharmaceuticals and other organic compounds. Additionally, 1-(4'-methoxy-biphenyl-4-yl)-ethanone exhibits antioxidant and antimicrobial properties, making it a valuable ingredient in various applications.

Check Digit Verification of cas no

The CAS Registry Mumber 13021-18-6 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,3,0,2 and 1 respectively; the second part has 2 digits, 1 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 13021-18:
(7*1)+(6*3)+(5*0)+(4*2)+(3*1)+(2*1)+(1*8)=46
46 % 10 = 6
So 13021-18-6 is a valid CAS Registry Number.

13021-18-6SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 20, 2017

Revision Date: Aug 20, 2017

1.Identification

1.1 GHS Product identifier

Product name 1-[4-(4-methoxyphenyl)phenyl]ethanone

1.2 Other means of identification

Product number -
Other names 4-acetyl-4'-methoxybiphenyl

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:13021-18-6 SDS

13021-18-6Relevant articles and documents

A crosslinked bis(amino)-containing polymer as a remarkable support for heterogeneous palladium-catalyzed Suzuki-Miyaura reaction

Wang, Yiming,Lu, Cuifen,Yang, Guichun,Chen, Zuxing,Nie, Junqi

, p. 38 - 46 (2017)

Through the substitution reaction of hexachlorocyclotriphosphazene (HCCP) and 4,4′-diaminobiphenyl (DABP), a crosslinked polymer HCCP-DABP was synthesized by a conventional and convenient route. Owing to the strong coordination ability of pincer-type bis(amino) scaffold in the matrix, the polymer was successfully used as a support to form stable palladium catalyst complex Pd/HCCP-DABP. The palladium catalyst showed excellent reactivity in Suzuki-Miyaura cross-coupling reaction. In addition, the catalyst can be readily recovered and reused for further transformations at least 10 times without significant decrease in catalytic activity.

A recyclable "Boomerang" linear polystyrene-stabilized pd nanoparticles for the suzuki coupling reaction of aryl chlorides in water

Ohtaka, Atsushi,Sakaguchi, Erina,Yamaguchi, Tomohiro,Hamasaka, Go,Uozumi, Yasuhiro,Shimomura, Osamu,Nomura, Ryoki

, p. 2167 - 2169 (2013)

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Pd nanoparticles immobilized on PNIPAM-halloysite: Highly active and reusable catalyst for Suzuki-Miyaura coupling reactions in water

Hong, Myeng Chan,Ahn, Hyunseok,Choi, Myung Chan,Lee, Yongwoo,Kim, Jongsik,Rhee, Hakjune

, p. 156 - 161 (2014)

Poly(N-isopropylacrylamide)-halloysite (PNIPAM-HNT) nanocomposites exhibited inverse temperature solubility with a lower critical solution temperature (LCST) in water. Palladium (Pd) nanoparticles were anchored on PNIPAM-HNT nanocomposites with various amounts of HNT from 5 to 30 wt%. These Pd catalysts exhibited excellent reactivities for Suzuki-Miyaura coupling reactions at 50-70 °C in water. In particular, Pd anchored PNIPAM/HNT (95:5 w/w ratio) nanocomposites showed excellent recyclability up to 10 times in 96% average yield by simple filtration. Copyright

Trans -chloro(1-naphthyl)bis(triphenylphosphine)nickel(II)/PCy3 catalyzed cross-coupling of aryl and heteroaryl neopentylglycolboronates with aryl and heteroaryl mesylates and sulfamates at room temperature

Leowanawat, Pawaret,Zhang, Na,Safi, Mehtap,Hoffman, David J.,Fryberger, Miriam C.,George, Aiswaria,Percec, Virgil

, p. 2885 - 2892 (2012)

trans-Chloro(1-naphthyl)bis(triphenylphosphine)nickel(II) complex/PCy 3 system has been successfully applied as catalyst for the Suzuki-Miyaura cross-coupling of aryl and heteroaryl neopentylglycolboronates with aryl and heteroaryl mesylates and sulfamates in THF at room temperature. This cross-coupling reaction tolerates various functional groups, including keto, imino, ester, ether, and cyano. Together with the nickel-catalyzed, one-pot, two-step neopentylglycolborylation, this bench stable and inexpensive Ni(II)-based catalyst can be utilized as an alternative to Ni(COD) 2/PCy3 to provide an inexpensive, robust, and convenient synthesis of biaryl and heterobiaryl compounds.

Air-stable imidazole-imine palladium complexes for Suzuki-Miyaura coupling: Toward an efficient, green synthesis of biaryl compounds

Ratniyom, Jadsada,Chaiprasert, Thanawat,Pramjit, Songyos,Yotphan, Sirilata,Sangtrirutnugul, Preeyanuch,Srisuratsiri, Pailin,Kongsaeree, Palangpon,Kiatisevi, Supavadee

, p. 161 - 170 (2014)

New imidazole-imine ligands have been developed for the air and moisture stable Pd-catalyzed Suzuki-Miyaura cross-coupling reaction. Under optimized reaction conditions, coupling products from a wide range of aryl halides and aryl boronic acids were obtained in excellent yields.

Pd/MOF-199: As an efficient heterogeneous catalyst for the Suzukie Miyaura cross-coupling reaction

Sanaei, Mehran,Fazaeli, Razieh,Aliyan, Hamid

, p. 1290 - 1295 (2019)

Successful deposition of Pd nanoparticles is described using MOF-199 as a support. Various characterization techniques including FTIR, XRD, SEM, BET-BJH, TG-DTA, and NH3-TPD were used to verify the efficiency of catalysts. Pd/MOF-199 is utilized as a catalyst for Suzukie Miyaura reactions with reasonable to excellent reaction yields under reflux conditions in H2O: ethanol solvent.

CNC pincer palladium complex supported on magnetic chitosan as highly efficient and recyclable nanocatalyst in C─C coupling reactions

Rafiee, Fatemeh,Hosseini, S. Azam

, (2018)

A stable and durable magnetic chitosan-supported triazine-bridged bisimidazolium pincer palladium catalyst (Fe3O4@ChC@CNC-PdII) was synthesized and characterized using various techniques. The Fe3O4@ChC@CNC-PdII complex displayed high activity in the production of substituted biaryls via the cross-coupling reactions of aryl halides with arylboronic acids. Also, this catalyst could be simply recovered from the reaction mixture and reused in 13 consecutive runs with no loss of its catalytic activity.

An immobilized symmetrical bis-(NHC) palladium complex as a highly efficient and recyclable Suzuki-Miyaura catalyst in aerobic aqueous media

Begum, Tahshina,Mondal, Manoj,Borpuzari, Manash Protim,Kar, Rahul,Kalita, Golap,Gogoi, Pradip K.,Bora, Utpal

, p. 539 - 546 (2017)

A bis-N-heterocyclic carbene (NHC) functionalized with chloropropyltriethoxysilane over silica was used to synthesize a well-defined immobilized palladium complex. This complex is a suitable and easily retrievable catalyst for Suzuki-Miyaura cross-coupling reactions under mild aqueous conditions. Excellent yields and conversions were obtained with low palladium loadings (down to 0.03 mol% Pd). The catalyst can be reused up to six cycles without the loss of its activity. The catalytic role of the NHC complex of palladium during coupling between bromobenzene and phenylboronic acid was investigated theoretically. The oxidative addition step is predicted to be endothermic in agreement with the experimental conditions.

Pd(N,N-dimethyl β-alaninate)2 as a high-turnover-number, phosphine-free catalyst for the suzuki reaction

Cui, Xin,Qin, Tian,Wang, Jia-Rui,Liu, Lei,Guo, Qing-Xiang

, p. 393 - 399 (2007)

A novel crystalline, air- and moisture-stable Pd salt, Pd(N,N-dimethyl β-alaninate)2, was synthesized. This salt was demonstrated to constitute a low-priced, phosphine-free, yet high-turnover-number (TON = 10 4) catalyst for the Suzuki reactions of various aryl bromides and iodides under mild and simple reaction conditions. Moreover, it was observed that the presence of an olefin could dramatically hamper the Suzuki reaction. Georg Thieme Verlag Stuttgart.

Fluorous biphasic catalysis without perfluorinated solvents: Application to Pd-Mediated Suzuki and Sonogashira couplings

Tzschucke, Carl Christoph,Markert, Christian,Glatz, Heiko,Bannwarth, Willi

, p. 4500 - 4503 (2002)

With and now without: Perfluoro-tagged catalysts immobilized on fluorous reversed-phase silica gel can be used for Suzuki and Sonogashira C-C coupling reactions (see scheme; R1 = e.g., phenyl, 4-MeOC6H4, R2 e.g., 4-NO2C6H4, 4-MeCOC6H4, X = Br, I) without the need for perfluorinated solvents. After the reaction the products were isolated by decantation and the Pd catalysts were recovered and reused.

A PdCl2 complex with isonicotinaldehyde oxime, an efficient catalyst for the Suzuki reaction in aqueous media

Evdokimov,Bumagin

, p. 369 - 370 (2007)

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Ultrasound-assisted C-C coupling reactions catalyzed by unique SPION-A-Pd(EDTA) as a robust nanocatalyst

Ghotbinejad, Marzieh,Khosropour, Ahmad R.,Mohammadpoor-Baltork, Iraj,Moghadam, Majid,Tangestaninejad, Shahram,Mirkhani, Valiollah

, p. 8590 - 8596 (2014)

A novel and highly stable Pd(EDTA)2- salt was synthesized as a catalyst, using a counter-cation of N-methylimidazolium bonded to 1,3,5-triazine-tethered SPIONs (superparamagnetic iron oxide nanoparticles). This well-defined complex efficiently

Highly active palladium catalysts with bisacetylacetonate ligands for suzuki miyaura cross-coupling reactions in mild conditions

Liu, Wanyun,Xiong, Dayan,Huo, Ping,Mei, Guangquan

, p. 1550 - 1552 (2017)

In the presence of Pd(OAc)2, three bisacetylacetonate ligands were demonstrated to form a highly efficient catalyst for the SuzukiMiyaura cross-coupling reactions. The most active bisacetylacetonate ligand with anthracene groups on the backbone

Nickel-catalyzed cross-coupling of: O, N -chelated diarylborinates with aryl chlorides and mesylates

Ren, Chao,Zeng, Jingshu,Zou, Gang

, p. 1589 - 1596 (2019)

A practical nickel catalyst system consisting of readily available components, trans-NiCl(Ph)(PPh3)2/[Iprmim]I/K3PO4·3H2O in toluene, has been developed for efficient cross-coupling of 3-dimethylaminopropyl diarylborinates with aryl chlorides and mesylates. A small amount of water has been found to be crucial in achieving high efficiency in the system. The nickel catalyst system displayed remarkably higher activities to aryl chlorides and mesylates than the corresponding tosylates in cross-coupling with not only diarylborinates but also diarylborinic acids, arylboronic acids, anhydrides and trifluoroborates as indicated in control experiments. A variety of electronically various biaryls could be obtained in excellent yields by using 3-5 mol% loading of the nickel catalyst while sterically hindered biaryls were obtained in comparably lower yields.

Catalytic and stoichiometric reactions of Arylpalladium(II) complexes bearing a trans-chelating dinitrogen ligand with arylboronic acids

Suzaki, Yuji,Saito, Takashi,Osakada, Kohtaro

, (2020)

Pd(II) complexes with 1,2-bis(2′-pyridylethylnyl)benzene (bpeb) ligand, PdCl2(bpep) and Pd(OAc)2(bpep), catalyze cross-coupling of arylboronic acids and aryl iodide, in spite of the trans-chelation of the ligand. Arylpalladium iodo and trifluoroacetate complexes with bpep ligand, Pd(C6H4X-4)(I)(bpep) (3a-3h, X = OMe, Me, H, COMe, CHO, COOEt, NO2, F), Pd(C6H3F2-2,4)(I)(bpep) (3i), Pd(C6H4X-4)(OCOCF3)(bpep) (4a-4e, X = OMe, Me, H, COMe, CHO) and Pd(C6F5)(OCOCF3)(bpep) (4j), were obtained by ligand exchange of the Pd complexes having tmeda ligand (tmeda = N,N,N′,N′-tetramethylethylenedi-amine). X-ray crystallographic results of arylpalladium(II) trifluoroacetate complex, Pd(C6H4OMe-4)(OCOCF3)(bpeb) (4a), and bis(trifluoroacetate)palladium(II) complex, Pd(OCOCF3)2(bpeb) (5) revealed the structures with two pyridyl groups of bpeb coordinated to Pd(II) in a trans-chelating bidentate mode. 2-Pyridyl hydrogens and an acetate oxygen of 5 are at close positions to each other (2.52 and 2.66 ?). The reaction of (4-MeC6H4)B(OH)2 (7b) with Pd(C6H4OMe-4)(OCOCF3)(bpeb) (4a) in the presence of Ag2O yields Pd(C6H4Me-4)(OCOCF3)(bpeb) (4b) via exchange of the aryl group between the palladium complex and arylboronic acid. The reaction of (4-CHOC6H4)B(OH)2 (7e) yields not only Pd(C6H4CHO-4)(OCOCF3)(bpeb) (4e) but also biaryls, 4-MeOC6H4-C6H4Y-4 (Y = OMe (8a), CHO (8e)). Hammett plots of the reaction exchange suggest higher reactivity of the Pd complex with more electron-donating aryl ligand.

A palladium complex with functionalized β-cyclodextrin: A promising catalyst featuring recognition abilities for Suzuki-Miyaura coupling reactions in water

Zhang, Guofu,Luan, Yuxin,Han, Xingwang,Wang, Yong,Wen, Xin,Ding, Chengrong,Gao, Jianrong

, p. 2081 - 2085 (2013)

A water-soluble palladium complex (PdLnβ-CD) was designed and prepared based on functionalized β-cyclodextrin. It showed high turnover numbers (TONs) and turnover frequencies (TOFs) of up to 9.9 × 108 and 4.9 × 108 h-1, respectively, in aqueous Suzuki-Miyaura coupling reactions. The detailed reason for the excellent catalytic activity was studied.

Non-cross-linked polystyrene-supported triphenylphosphine-microencapsulated palladium: An efficient and recyclable catalyst for Suzuki-Miyaura reactions

He, Helen Song,Yan, Jessie Jing,Shen, Ruxiang,Zhuo, Shangjun,Toy, Patrick H.

, p. 563 - 566 (2006)

A recyclable, all-in-one, polystyrene-microencapsulated palladium catalyst has been developed and used as a heterogeneous catalyst in Suzuki-Miyaura coupling reactions. This catalyst can be recovered and reused with only minimal palladium leaching observed. Georg Thieme Verlag Stuttgart.

Sulfur modification of Au via treatment with piranha solution provides low-pd releasing and recyclable Pd material, SAPd

Hoshiya, Naoyuki,Shimoda, Masahiko,Yoshikawa, Hideki,Yamashita, Yoshiyuki,Shuto, Satoshi,Arisawa, Mitsuhiro

, p. 7270 - 7272 (2010)

We have found in the SR-HXPS measurement of Piranha-treated Au(111)/mica that the gold surface underwent sulfur modification during this treatment, which was believed to have only removed impurities from the gold surface. We also successfully developed a practical Pd material, SAPd, whose Pd was immobilized on sulfur-modified Au. With the lowest Pd-releasing levels and high recyclability, this is one of the best Pd materials thus far developed. Because it leaches extremely low levels of Pd into reaction mixtures, removal of the residual Pd is unnecessary using SAPd, even in syntheses involving pharmaceutical ingredients.

Hierarchical nanospheres based on Pd nanoparticles dispersed on carbon coated magnetite cores with a mesoporous ceria shell: A highly integrated multifunctional catalyst

Li, Yinle,Zhang, Zhuqing,Shen, Jianfeng,Ye, Mingxin

, p. 16592 - 16601 (2015)

The design and fabrication of core-shell nanostructures with steerable morphologies and tailored performances have aroused abundant scientific studies for organic transformations. We here report the preparation of multifunctional and highly efficient core-shell microspheres, which bear a carbon-protected magnetic Fe3O4 core, a transition layer of active Pd nanoparticles (NPs) and an outer shell of mesoporous CeO2 (mCeO2). The composition and structure of the as-prepared Fe3O4@C-Pd@mCeO2 were thoroughly characterized by X-ray photoelectron spectroscopy, transmission electron microscopy, scanning electron microscopy, X-ray diffraction, Fourier-transform infrared spectroscopy and Brunauer-Emmett-Teller measurements. The well-designed microspheres have high dispersibility, convenient magnetic separability and good reusability as heterogeneous nanoreactors due to their unique structure. We illustrate the high efficiency of these nanocomposites in mediating the Suzuki-Miyaura cross-coupling reaction and the reduction reaction of 4-nitrophenol (4-NP). The enhanced catalytic activity can be attributed to the synergistic effect between the CeO2 nanoparticles and noble metal NPs. A mechanism was further proposed to explain the improved catalytic activity. This peculiar core-shell nanostructure renders the nanospheres to be an approachable and attractive catalyst system for various catalytic organic industrial processes.

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Sato,T.

, p. 5 - 7 (1960)

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Highly efficient palladium(II) hydrazone based catalysts for the Suzuki coupling reaction in aqueous medium

Muthumari, Subramanian,Ramesh, Rengan

, p. 52101 - 52112 (2016)

Synthesis of a new family of air stable palladium(ii)benzhydrazone complexes of the general formula [PdCl(PPh3)(L)] (where HL = thiophene aldehyde benzhydrazones) incorporating PPh3 and chloride as co-ligands has been described through a single and convenient step with good yields. All the new complexes have been fully characterized by means of elemental analysis, IR, UV-vis, and NMR spectral methods. The molecular structures of three of the complexes were determined by single crystal X-ray crystallography, which confirm the coordination mode of benzhydrazone and reveal the presence of a distorted square planar geometry around the Pd ion. The complexes 1-5 (0.05 mol%) have been found to be a highly active catalytic system in the mono and double Suzuki-Miyaura cross coupling reaction of deactivated aryl and heteroaryl bromides with different types of aryl boronic acids in neat water and the maximum yield was up to >99%. Notably, these catalysts work well with ultra-low loading of the catalysts and show high turnover numbers in a short time towards different substrates. Moreover, the catalysts could be simply recovered and reused five times without significant loss of efficiency.

A catalytic system with high efficiency and recyclability based on Suzuki and Heck reaction in aqueous admicellar medium

Zhang, Hao,Zhu, Ji-Hua,Hou, Fei,Quan, Zheng-Jun,Wang, Xi-Cun

, (2020)

A recyclable and non-phosphine solid palladium (II) catalyst was prepared and characterized by HR-MS, FT-IR, XPS, EDS, TGA, SEM, TEM and ICP. The Pd-catalyst exhibited high-performance catalytic activity in Suzuki and Heck C-C coupling reactions in an environmentally benign water medium. Further, the Pd-catalyst (Z4) can be reused for 15 times with little decrease of activity through simple and efficient recovery. In addition, the turn-over number (TON) of Pd- catalyst can reach 380 at room temperature. These results proved that the Pd-catalyst has a stable structure and can be recycled many times, making the process sustainable.

Phosphine-free palladium acetate catalyzed Suzuki reaction in water

Liu, Leifang,Zhang, Yuhong,Wang, Yanguang

, p. 6122 - 6125 (2005)

Pd(OAc)2 in a mixture of water and poly(ethylene glycol) (PEG) is shown to be an extremely active catalyst for the Suzuki reaction of aryl iodides and bromides. The reaction can be conducted under mild conditions (50 °C) without the use of a microwave or phosphine ligand in high yields. The isolation of the products is readily performed by the extraction of diethyl ether, and the Pd(OAc)2-PEG can be reused without significant loss in activity.

Controlled synthesis of three dimensional mesoporous C3N4 with ordered porous structure for room temperature Suzuki coupling reaction

Naidu Talapaneni, Siddulu,Ramadass, Kavitha,Benzigar, Mercy R.,Lakhi, Kripal S.,Yang, Jae-Hun,Ravon, Ugo,Albahily, Khalid,Vinu, Ajayan

, (2019)

We report on the synthesis of mesoporous graphitic C3N4 (MGCN-6) with 3D porous structure and Ia3d symmetry and controllable surface properties through a simple polymerization of an environmentally benign and non-toxic guanidine hydrochloride as a C and N precursor using KIT-6 with variable pore sizes as templates for Suzuki coupling reaction. The pore diameters (3.1–4.2 nm), specific surface areas (207–303 m2 g?1), and the specific pore volumes (0.58–0.71 cm3 g?1) of the MGCN-6 materials are finely controlled by varying the pore size of the templates used. The nano cavities of MGCN-6 with the highest specific surface area and a free amine groups are effectively utilized to chelate with Pd(OAC)2 and applied the prepared catalysts for Suzuki coupling reaction between aryl halides with phenylboronic acid derivatives under very mild and sustainable reaction conditions. The Pd(OAC)2/MGCN-6 is found to be very active and stable and exhibits an excellent reactivity and selectivity for all of substrates regardless of aryl halides with electron-withdrawing and electron donating groups at room temperature. The activity of the Pd(OAC)2/MGCN-6 is much higher than that of non-porous bulk graphitic carbon nitride and 2D mesoporous carbon nitride.

LiCl-Accelerated multimetallic cross-coupling of aryl chlorides with aryl triflates

Huang, Liangbin,Ackerman, Laura K. G.,Kang, Kai,Parsons, Astrid M.,Weix, Daniel J.

, p. 10978 - 10983 (2019)

While the synthesis of biaryls has advanced rapidly in the past decades, cross-Ullman couplings of aryl chlorides, the most abundant aryl electrophiles, have remained elusive. Reported here is the first general cross-Ullman coupling of aryl chlorides with aryl triflates. The selectivity challenge associated with coupling an inert electrophile with a reactive one is overcome using a multimetallic strategy with the appropriate choice of additive. Studies demonstrate that LiCl is essential for effective cross-coupling by accelerating the reduction of Ni(II) to Ni(0) and counteracting autoinhibition of reduction at Zn(0) by Zn(II) salts. The modified conditions tolerate a variety of functional groups on either coupling partner (42 examples), and examples include a three-step synthesis of flurbiprofen.

Suzuki–Miyaura cross-coupling reaction assisted by palladium nanoparticles-decorated zeolite 13X nanocomposite: a greener approach

Deepika, Raja,Sethuraman, Mathur Gopalakrishnan

, p. 1111 - 1128 (2022/01/22)

Heterogeneous catalysts govern the field of catalysis due to their easy separation from a reaction mixture, reusability, and prevention of agglomeration, making them more efficient catalysts than homogeneous catalysts. Herein, we report the eco-friendly synthesis of a novel heterogeneous catalyst, viz. palladium nanoparticles (Pd NPs) decorated over zeolite 13X nanocomposite using dried fruits of Terminalia chebula Retz. as the reducing and stabilizing agent and its performance as a promising catalyst for the Suzuki–Miyaura coupling reactions. The particle size, crystallinity, morphology, and textural properties of the catalyst were identified using Fourier transform-infrared spectroscopy (FTIR), X-ray diffraction (XRD), field emission scanning electron microscopy (FESEM), high-resolution transmission electron microscopy (HR-TEM), thermal gravimetric analysis (TGA), X-ray photoelectron spectroscopy (XPS), and Brunauer–Emmett–Teller (BET) analysis which confirmed the presence of palladium nanoparticles on the surface of zeolite 13X. The FESEM images revealed the presence of spherical-shaped Pd NPs over the cubical particles of zeolite 13X. The average particle size of the palladium nanoparticles was found to be in the range of 6–7?nm and was polycrystalline in nature. From BET analysis, it was inferred that the decoration of Pd NPs decreased the surface area of zeolite 13X (615.5 m2/g to 548.334 m2/g), thus leaving pores unoccupied. This study showed the efficiency of this novel catalyst in the formation of biaryl derivatives using low palladium loadings (0.0012?mol%) giving good to excellent yields (90–99%) within short reaction times (10–225?min) with high TONs (> 79,000) and TOFs (> 21,000). Both electron-donating and electron-withdrawing aryl halides and aryl boronic acids reacted smoothly in the presence of K2CO3 as a base and EtOH/H2O (1:1) as the solvent. Besides, the catalyst could be recycled and reused for 5 consecutive runs with minimal loss of its efficiency. The supremacy of this catalyst could well be exploited in future for various organic transformations. Graphical abstract: [Figure not available: see fulltext.].

Synthesis of ultrafine AuPd bimetallic nanoparticles using a magnetite-cored poly(propyleneimine) dendrimer template and its sustainable catalysis of the Suzuki coupling reaction

Rangasamy, Rajmohan,Lakshmi, Kannappan,Selvaraj, Mari

, p. 14227 - 14235 (2021/08/16)

The poly(propyleneimine) PPI dendrimer with active amino groups and specific voids is an excellent template for the encapsulation and stabilization of size and shape-controlled metal nanoparticles. The magnetite-cored PPI dendrimer up to third generation was synthesized by a divergent method in our previous report. Bimetallic nanoparticles are more advantageous than monometallic nanoparticles in catalysis due to their synergistic effect between two metals, especially Au and Pd nanoparticles. Herein, we present the synthesis of highly monodispersed ultrafine AuPd bimetallic nanoparticles of size 3-6 nm using the magnetic-cored PPI dendrimer through a facile and convenient method without external stabilizers. The formation of the monodispersed bimetallic nanoparticles on the dendritic entity was confirmed through HRTEM, HRSEM, EDAX, XRD, XPS and VSM. The excellent structural behavior of the magnetic-cored PPI dendrimers proves their ability to encapsulate AuPd bimetallic nanoparticles, and also attain better dispersibility, stability, and improved efficacy compared to conventional dendrimer-encapsulated metal nanoparticles. Most predominantly, it was isolated by simple magnetic attraction. TheAuPd@PPI@Fe3O4/SiO2nanomaterial was utilized as a potential green catalyst in the Suzuki coupling reaction under ambient reaction conditions with greater reactivity and stability. Coupling products were characterized by1H and13C NMR. This material retained its catalytic activity in the coupling reaction for up to eight consecutive catalytic cycles.

HFIP-Promoted Substitution in the Ferrocene Series: Smooth Approach towards Original Catalysts**

Erb, William,Carré, Victor,Roisnel, Thierry

, p. 5702 - 5716 (2021/09/03)

Pseudo-benzylic substitution is an important reaction in the ferrocene series, especially to obtain ligands for catalysis. Herein, we described new reactions conditions, using fluorinated alcohols as both solvent and promoter, able to deliver iodoferrocen

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