Facile synthesis of achiral and chiral PCN pincer palladium(II) complexes and their application in the Suzuki and copper-free Sonogashira cross-coupling reactions

被引:65
作者
Zhang, Ben-Shang [1 ]
Wang, Chao [1 ]
Gong, Jun-Fang [1 ]
Song, Mao-Ping [1 ]
机构
[1] Zhengzhou Univ, Dept Chem, Henan Key Lab Chem Biol & Organ Chem, Zhengzhou 450052, Henan Province, Peoples R China
基金
中国国家自然科学基金;
关键词
PCN pincer palladium(II) complexes; Phosphinite; Aldimine; Chiral; Suzuki reaction; Sonogashira reaction; CYCLOPALLADATED FERROCENYLIMINE COMPLEXES; LIGAND INTRODUCTION ROUTE; ARYL BORONIC ACIDS; CRYSTAL-STRUCTURES; PLATINUM COMPLEXES; HIGHLY EFFICIENT; HECK REACTION; CATALYTIC-PROPERTIES; CHLORIDES; PALLADACYCLES;
D O I
10.1016/j.jorganchem.2009.04.002
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Five non-symmetrical PCN pincer palladium(II) complexes [PdCl{C6H3-2-(CH=NR)-6-(OPR'(2))}] (R = m-ClC6H4, R' = Ph (2a); R = Ph, R' = Ph (2b); R = i-Pr, R' = Ph (2c); R = m-ClC6H4, R' = i-Pr (2d); R = (S)-1-phenylethyl, R' = Ph (2e)) have been easily prepared in only two steps from readily available m-hydroxybenzaldehyde and characterized by HRMS, H-1 NMR, C-13 NMR, P-31 NMR and IR spectra. The molecular structures of 2a and 2b have been further determined by X-ray single-crystal diffraction. The obtained Pd complexes were found to be effective catalysts for the Suzuki and copper-free Sonogashira cross-coupling reactions which could be carried out in the undried solvent under air. (C) 2009 Elsevier B.V. All rights reserved.
引用
收藏
页码:2555 / 2561
页数:7
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