39769-27-2Relevant academic research and scientific papers
Palladium nanoparticlesin situsynthesized onCyclea barbatapectin as a heterogeneous catalyst for Heck coupling in water, the reduction of nitrophenols and alkynes
Le, Van-Dung,Le, T. Cam-Huong,Chau, Van-Trung,Le, T. Ngoc-Duyen,Dang, Chi-Hien,Vo, T. To-Nguyen,Nguyen, Trinh Duy,Nguyen, Thanh-Danh
, p. 4746 - 4755 (2021/03/22)
This study develops an effective method for thein situsynthesis of palladium nanoparticles (PdNPs) usingCyclea barbatapectin as a green reducing and stabilizing reagent. The PdNP@pectin nanocomposite was well characterized by analysis techniques such as UV-vis, FTIR, EDX, XRD, SEM, HR-TEM and STEM-mapping. Crystalline PdNPs were found to be distributed in the size range of 1-25 nm with the highest frequency of 6-12 nm. PdNP@pectin exhibited excellent recyclable catalysis activity for the Heck coupling reaction in water medium. The kinetics and recyclability of nanoparticles were investigated for the catalytic reduction ofo-,m- andp-nitrophenol. The result showed a good catalysis efficiency with five successful recycles without compromising much. In particular, the nanocomposite was used as a catalyst for the conversion of alkynes intocis-alkenes with KOH/DMF as a hydrogenation source. The reaction was also utilized effectively for the synthesis of sex pheromones, includingPlutella xylostella((Z)-11-hexadecen-1-yl acetate) andCylas formicarius((Z)-3-dodecen-1-yl(E)-2-butenoate) with the total yields of 70% and 68%, respectively. Therefore, PdNPs supported onC. barbatapectin are promising catalysis materials for application in various fields.
Ruthenium-Sulfonamide-Catalyzed Direct Dehydrative Condensation of Benzylic C-H Bonds with Aromatic Aldehydes
Takemoto, Shin,Shibata, Eri,Nakajima, Mitsuaki,Yumoto, Yoshihiro,Shimamoto, Mayuko,Matsuzaka, Hiroyuki
supporting information, p. 14836 - 14839 (2016/11/29)
The first catalytic dehydrative condensation of the benzylic C-H bonds of toluene and p-xylene with aromatic aldehydes is reported herein. This protocol provides highly atom-economical access to stilbene and p-distyrylbenzene derivatives, whereby water is the sole byproduct. The reaction is based on the deprotonation-functionalization of benzylic C-H bonds through η6-complexation of the arenes, which is realized for the first time using a catalytic amount of a transition metal activator. The key to the success of this method is the use of a sulfonamide anion as a catalyst component, which appears to facilitate not only the deprotonation of the benzylic C-H bonds but also the formation of a C-C bonds via an electrophilic tosylimine intermediate.
Open-air oxidative Mizoroki-Heck reaction of arylsulfonyl hydrazides with alkenes
Yuen, On Ying,So, Chau Ming,Kwong, Fuk Yee
, p. 27584 - 27589 (2016/03/30)
A palladium(ii)-catalyzed oxidative Mizoroki-Heck reaction of arylsulfonyl hydrazides with alkenes was developed employing atmospheric air as the sole oxidant in an open-vessel manner. By using palladium(ii) acetate associating with inexpensive, air-stable and moisture stable pyridine ligand L9 as the catalyst system, the efficiency of the reaction could be significantly enhanced. A wide range of arylsulfonyl hydrazides underwent the oxidative Mizoroki-Heck reaction with alkenes smoothly. Good-to-excellent product yields and excellent regio- and stereoselectivity were achieved. Functional groups such as halo, ester etc. were well-tolerated under these optimized reaction conditions.
β-cyclodextrin-capped palladium nanoparticle-catalyzed ligand-free Suzuki and Heck couplings in low-melting β-cyclodextrin/NMU mixtures
Zhao, Xiaohua,Liu, Xiang,Lu, Ming
, p. 635 - 640 (2014/08/05)
Low-melting β-cyclodextrin/N-methylurea (NMU) mixture, an efficient catalytic system for ligand-free Suzuki and Heck couplings in the presence of fresh native β-CD-capped Pd0 nanoparticles, has been successfully reported. This natural and convenient system can be performed in air and could afford the corresponding cross-coupled products in good to excellent isolated yields after a simple workup under every low Pd loading (0.05 mol%). Remarkably, the catalytic system can be recycled and reused without loss of catalytic activity. Copyright
SPIONs-bis(NHC)-palladium(II): A novel, powerful and efficient catalyst for Mizoroki-Heck and Suzuki-Miyaura C-C coupling reactions
Ghotbinejad, Marzieh,Khosropour, Ahmad R.,Mohammadpoor-Baltork, Iraj,Moghadam, Majid,Tangestaninejad, Shahram,Mirkhani, Valiollah
, p. 78 - 84 (2014/03/21)
A novel, stable and powerful nano Pd-NHC complex utilizing N-methylimidazole bounded to 1,3,5-triazine-tethered SPIONs (superparamagnetic iron oxide nanoparticles) as a bidentate NHC ligand is reported. This well-defined complex was used as an efficient (
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 (2014/03/21)
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
Cross-coupling reactions catalyzed by an N-heterocyclic carbene-Pd(ii) complex under aerobic and CuI-free conditions
Lu, Hongfei,Wang, Lin,Yang, Feifei,Wu, Runze,Shen, Wei
, p. 30447 - 30452 (2014/08/05)
A Pd-complex, (Cat. 3), has been successfully employed as a highly efficient and recyclable catalyst for the Sonogashira and Heck reactions of aryl bromides with various terminal acetylenes and olefins. The catalytic reactions proceed with excellent yields with a low catalyst loading (1.0 mol%) under aerobic and CuI-free conditions. A plausible mechanism has also been proposed for the reaction. the Partner Organisations 2014.
Expeditious synthesis of fluorinated styrylbenzenes and polyaromatic hydrocarbons
Bedekar, Ashutosh V.,Chaudhary, Anju R.,Shyam Sundar,Rajappa, Murali
, p. 392 - 396 (2013/02/23)
A series of fluorinated styrylbenzene derivatives were synthesized by the Mizoroki-Heck reaction using phosphine-free catalytic conditions or by adopting the one-pot Wittig-Heck reaction sequence. The fluorinated styrylbenzenes were converted into polyaromatic hydrocarbons such as phenanthrenes, [4]helicenes, and benzo[ghi]perylene by a modified photocyclization procedure involving I 2-THF condition.
1,2,3-Triazol-5-ylidene-palladium complex catalyzed Mizoroki-Heck and Sonogashira coupling reactions
Inomata, Sayuri,Hiroki, Hidekatsu,Terashima, Takahiro,Ogata, Kenichi,Fukuzawa, Shin-Ichi
experimental part, p. 7263 - 7267 (2011/10/08)
The bis-1,4-dimesityl-1,2,3-triazol-5-ylidene-palladium complex (1a) successfully catalyzes the Mizoroki-Heck and Sonogashira coupling reactions with aryl bromides to give the corresponding alkenes and alkynes, respectively, in good to excellent yields. In the Mizoroki-Heck reaction, electron-rich, electron-poor, and functionalized aryl bromides and alkenes are tolerated, while the substrates are limited to electron-poor aryl halides in the Sonogashira coupling reaction. The palladium complex also catalyzes cross-coupling reactions with aryl chlorides to give higher yields of products than does the bis-IMes-Pd complex analogue (2), under specific conditions.
Substituent effect on the UV spectra of p-disubstituted compounds XPh(CH=CHPh)nY (n=0, 1, 2)
Chen, Guanfan,Cao, Chenzhong
scheme or table, p. 776 - 782 (2011/05/05)
Three parameters, θCCex, θ CCex(XY) and Vmax,parent, are developed to express the substituent effect and the effect of the parent molecular structure of p-disubstituted compounds XPh(CH=CHPh)nY (n=0, 1, 2). The investigated result shows a good correlation between the UV absorption wavenumbers (Vmax) and the three parameters for a diverse set of title compounds, and the correlation equation can be used to predict the UV absorption energy of compounds with the mentioned structure. This approach provides a new insight for the quantitative structure-property relationship (QSPR) correlation of the UV absorption energy of p-disubstituted homologues. Copyright
