Improved sonogashira C-C coupling through clay supported palladium complexes with tridentate pincer bis-carbene ligands

被引：60

作者：

Mas-Marzá, E ^{[1
]}

Segarra, AM ^{[1
]}

Claver, C ^{[1
]}

Peris, E ^{[1
]}

Fernandez, E ^{[1
]}

机构：

[1] Univ Rovira & Virgili, Dept Quim Fis & Inorgan, E-43005 Tarragona, Spain

来源：

TETRAHEDRON LETTERS | 2003年 / 44卷 / 35期

关键词：

Sonogashira coupling; aryl halides; acetylenes; palladium; tridenatate pincer bis-carabene ligands; clays; immobilization;

D O I：

10.1016/S0040-4039(03)01686-1

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Highly active recyclable Pd catalysts modified with a rigid C,N,C-tridentate pincer carbene ligand were successfully applied to the coupling of aryl halides with terminal acetylenes. The immobilization of Pd(11) complexes onto clays has beneficial effects on the recyclability of the catalytic activity over consecutive runs and also on the catalyst's stability, preventing it from Pd(0) formation. (C) 2003 Elsevier Ltd. All rights reserved.

引用

页码：6595 / 6599

页数：5

共 49 条

[1] ARDUENGO AJ, 1991, J AM CHEM SOC, V113, P161
[2] ARDUENGO AJ, 1909, ACCOUNTS CHEM RES, V32, P913
[3] Carbamoyl-substituted N-heterocyclic carbene complexes of palladium(II):: Application to Sonogashira cross-coupling reactions
Batey, RA
Shen, M
Lough, AJ
[J]. ORGANIC LETTERS, 2002, 4 (09) : 1411 - 1414
[4] Beutler U, 1996, CHIMIA, V50, P154
[5] Böhm VPW, 2000, EUR J ORG CHEM, V2000, P3679, DOI 10.1002/1099-0690(200011)2000:22<3679::AID-EJOC3679>3.0.CO
[6] 2-X
[7] Stable carbenes
Bourissou, D
Guerret, O
Gabbaï, FP
Bertrand, G
[J]. CHEMICAL REVIEWS, 2000, 100 (01) : 39 - 91
[8] SYNTHESIS, REACTIONS AND CATALYTIC ACTIVITIES OF IRIDIUM COMPLEXES INTERCALATED INTO MONTMORILLONITE
CHIN, CS
LEE, BG
YOO, IY
KWON, TH
[J]. JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1993, (04): : 581 - 585
[9] Layered double hydroxide supported nanopalladium catalyst for Heck-, Suzuki-, Sonogashira-, and Stille-type coupling reactions of chloroarenes
Choudary, BM
Madhi, S
Chowdari, NS
Kantam, ML
Sreedhar, B
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (47) : 14127 - 14136
[10] A highly selective synthesis of diarylethynes and their oligomers by a palladium-catalyzed Sonogashira coupling reaction under phase transfer conditions
Chow, HF
Wan, CW
Low, KH
Yeung, YY
[J]. JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (05) : 1910 - 1913

← 1 2 3 4 5 →