Solid-Supported Rhodium(0) Nano-/Microparticles: An Efficient Ligand-Free Heterogeneous Catalyst for Microwave-Assisted Suzuki-Miyaura Cross-Coupling Reaction

被引:35
作者
Guha, Nitul Ranjan [1 ]
Reddy, Chennayala Bal [1 ]
Aggarwal, Nidhi [1 ]
Sharma, Dharminder [1 ]
Shil, Arun K. [1 ]
Bandna [1 ]
Das, Pralay [1 ]
机构
[1] CSIR Inst Himalayan Bioresource Technol, Nat Plant Prod Div, Palampur 176061, Himachal Prades, India
关键词
heterogenous catalysts; ligand-free conditiosn; nano-/microparticles; solid-supported rhodium; Suzuki-Miyaura cross-coupling; ORGANIC-SYNTHESIS; BOND FORMATION; ASYMMETRIC 1,4-ADDITION; ARYLBORON COMPOUNDS; BORONIC ACIDS; ALDEHYDES; KETONES; ARYLATION; WATER; HECK;
D O I
10.1002/adsc.201200418
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
Solid-supported nano- and microparticles of rhodium(0) (SS-Rh) were prepared and applied as a ligand free heterogeneous catalyst for SuzukiMiyaura cross-coupling reaction with wide range of substrate scope. A hitherto unknown Rh-catalyzed Suzuki cross-coupling reaction of aldehyde and cyanohaloarenes was observed rather than the usual nucleophilic arylation.The catalyst can be removed by simple filtration and recycled upto twelve runs without any deterioration of activity.
引用
收藏
页码:2911 / 2915
页数:5
相关论文
共 47 条
[1]   Ligand-free solid supported palladium(0) nano/microparticles promoted C-O, C-S, and C-N cross coupling reaction [J].
Bandna ;
Guha, Nitul Ranjan ;
Shil, Arun K. ;
Sharma, Dharminder ;
Das, Pralay .
TETRAHEDRON LETTERS, 2012, 53 (39) :5318-5322
[2]   Solid-supported Pd(0): an efficient heterogeneous catalyst for aerobic oxidation of benzyl alcohols into aldehydes and ketones [J].
Bandna ;
Aggarwal, Nidhi ;
Das, Pralay .
TETRAHEDRON LETTERS, 2011, 52 (38) :4954-4956
[3]   Rh-Catalyzed Asymmetric 1,4-Addition of Arylboronic Acids to α,β-Unsaturated Ketones with DIFLUORPHOS and SYNPHOS Analogues [J].
Berhal, Farouk ;
Wu, Zi ;
Genet, Jean-Pierre ;
Ayad, Tahar ;
Ratovelomanana-Vidal, Virginie .
JOURNAL OF ORGANIC CHEMISTRY, 2011, 76 (15) :6320-6326
[4]   Chiral Ammonium-Capped Rhodium(0) Nanocatalysts: Synthesis, Characterization, and Advances in Asymmetric Hydrogenation in Neat Water [J].
Bile, Elodie Guyonnet ;
Cortelazzo-Polisini, Elodie ;
Denicourt-Nowicki, Audrey ;
Sassine, Rita ;
Launay, Franck ;
Roucoux, Alain .
CHEMSUSCHEM, 2012, 5 (01) :91-101
[5]   Palladium-catalysed reactions in solid phase organic synthesis [J].
Bräse, S ;
Kirchhoff, JH ;
Köbberling, J .
TETRAHEDRON, 2003, 59 (07) :885-939
[6]   C-C Bond Formation via C-H Activation and C-N Bond Formation via Oxidative Amination Catalyzed by Palladium-Polyoxometalate Nanomaterials Using Dioxygen as the Terminal Oxidant [J].
Chng, Leng Leng ;
Zhang, Jie ;
Yang, Jinhua ;
Amoura, Makhlouf ;
Ying, Jackie Y. .
ADVANCED SYNTHESIS & CATALYSIS, 2011, 353 (16) :2988-2998
[7]   Potassium organotrifluoroborates: New perspectives in organic synthesis [J].
Darses, Sylvain ;
Genet, Jean-Pierre .
CHEMICAL REVIEWS, 2008, 108 (01) :288-325
[8]   Solid-supported palladium nano and microparticles: an efficient heterogeneous catalyst for ligand-free Suzuki-Miyaura cross coupling reaction [J].
Das, Pralay ;
Sharma, Dharminder ;
Shil, Arun K. ;
Kumari, Avnesh .
TETRAHEDRON LETTERS, 2011, 52 (11) :1176-1178
[9]  
de Meijere A., 2004, Metal - Catalysed Cross - coupling Reactions
[10]   Rhodium-catalyzed carbon-carbon bond forming reactions of organometallic compounds [J].
Fagnou, K ;
Lautens, M .
CHEMICAL REVIEWS, 2003, 103 (01) :169-196