The effect of steric bulk in Sonogashira coupling reactions

被引：37

作者：

an der Heiden, Markus ^{[1
]}

Plenio, Herbert ^{[1
]}

机构：

[1] Tech Univ Darmstadt, Anorgan Chem Zintl Inst, D-64287 Darmstadt, Germany

来源：

CHEMICAL COMMUNICATIONS | 2007年 / 09期

关键词：

D O I：

10.1039/b616608c

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The rates of Sonogashira. coupling reactions using [Pd-PR3] complexes depend on a combination of the steric bulk of phosphines and substrates; however, below a critical cone angle of ca. 170 degrees the catalytic activity drops drastically.

引用

页码：972 / 974

页数：3

共 35 条

[1]

ANDERHEIDEN M, UNPUB

[2] Catalysts for Suzuki-Miyaura coupling processes: Scope and studies of the effect of ligand structure [J].

Barder, TE ;

Walker, SD ;

Martinelli, JR ;

Buchwald, SL .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (13) :4685-4696

[3] A DFT study of the full catalytic cycle of the Suzuki-Miyaura cross-coupling on a model system [J].

Braga, Ataualpa A. C. ;

Ujaque, Gregori ;

Maseras, Feliu .

ORGANOMETALLICS, 2006, 25 (15) :3647-3658

[4] Topological mapping of bidentate ligands: A fast approach for screening homogeneous catalysts [J].

Burello, E ;

Rothenberg, G .

ADVANCED SYNTHESIS & CATALYSIS, 2005, 347 (15) :1969-1977

[5] Electrospray ionization tandem mass spectrometry in high-throughput screening of homogeneous catalysts [J].

Chen, P .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2003, 42 (25) :2832-2847

[6] Nanofiltration for homogeneous catalysis separation: Soluble polymer-supported palladium catalysts for Heck, Sonogashira, and Suzuki coupling of aryl halides [J].

Datta, A ;

Ebert, K ;

Plenio, H .

ORGANOMETALLICS, 2003, 22 (23) :4685-4691

[7] The combinatorial approach to asymmetric hydrogenation: Phosphoramidite libraries, ruthenacycles, and artificial enzymes [J].

de Vries, Johannes G. ;

Lefort, Laurent .

CHEMISTRY-A EUROPEAN JOURNAL, 2006, 12 (18) :4722-4734

[8] Experimental and computational study of steric and electronic effects on the coordination of bulky, water-soluble alkylphosphines to palladium under reducing conditions: Correlation to catalytic [J].

DeVasher, RB ;

Spruell, JM ;

Dixon, DA ;

Broker, GA ;

Griffin, ST ;

Rogers, RD ;

Shaughnessy, KH .

ORGANOMETALLICS, 2005, 24 (05) :962-971

[9] A new improved catalyst for the palladium-catalyzed amination of aryl chlorides [J].

Ehrentraut, A ;

Zapf, A ;

Beller, M .

JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2002, 182 (01) :515-523

[10]

Ehrentraut A, 2002, ADV SYNTH CATAL, V344, P209, DOI 10.1002/1615-4169(200202)344:2<209::AID-ADSC209>3.0.CO

← 1 2 3 4 →