Phosphine free diamino-diol based palladium catalysts and their application in Suzuki-Miyaura cross-coupling reactions

被引：43

作者：

Mohanty, Sasmita ^{[1
]}

Suresh, D. ^{[1
]}

Balakrishna, Maravanji S. ^{[1
]}

Mague, Joel T. ^{[2
]}

机构：

[1] Indian Inst Technol, Dept Chem, Bombay 400076, Maharashtra, India

[2] Tulane Univ, Dept Chem, New Orleans, LA 70118 USA

来源：

JOURNAL OF ORGANOMETALLIC CHEMISTRY | 2009年 / 694卷 / 13期

关键词：

Chelating ligands; Diamino-diols; Palladium(II) complexes; Homogeneous catalysis; Suzuki-Miyaura cross-coupling reaction; X-ray structures; N-HETEROCYCLIC CARBENES; LIGAND-FREE PALLADIUM; ARYL CHLORIDES; ARYLBORONIC ACIDS; BOND FORMATION; C-C; EFFICIENT CATALYST; GRIGNARD-REAGENTS; BUCHWALD-HARTWIG; HECK REACTIONS;

D O I：

10.1016/j.jorganchem.2009.02.019

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Inexpensive air and moisture stable diamino-diol ligands [(2-OH-C10H6)CH2(mu-NC4H8N)CH2(C10H6-2OH)] (1) and [(5-(BuC6H3)-Bu-t-2-OH)CH2(mu-NC4H8N)CH2(5-(BuC6H3)-Bu-t-2-OH)] (2) were synthesized by reacting corresponding alcohols with formaldehyde and piperazine. Treatment of ligands 1 and 2 with Pd(OAc)(2) in 1:1 molar ratio afforded neutral palladium complexes [Pd{(OC10H6)CH2(mu-NC4H8N)CH2(C10H6O)}] (3) and [Pd{(5-(BuC6H3)-Bu-t-2-O)CH2(mu-NC4H8N)CH2(5-(BuC6H3)-Bu-t-2-O)}] (4) in good yield. The palladium complexes 3 and 4 are employed in Suzuki-Miyaura cross-coupling reactions between phenylboronic acid and several aryl chlorides or bromides. They are found to be competent homogeneous catalysts for a variety of substrates to afford the coupled products in good to excellent yields. The crystal structures of compounds 2 and 4 are also reported. (c) 2009 Elsevier B.V. All rights reserved.

引用

页码：2114 / 2121

页数：8

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