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.
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页码：2114 / 2121
页数：8
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