Binaphthyl-bridged bis-imidazolinium salts as N-heterocyclic carbene ligand precursors in the palladium-catalyzed Heck reaction

作     者：WU Hui, JIN Can, HUANG GuoLi, WANG LianJun, JIANG JuLi & WANG LeYong Key Laboratory of Mesoscopic Chemistry of Ministry of Education School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210093, China 

作者机构：1. Key Laboratory of Mesoscopic Chemistry of Ministry of Education School of Chemistry and Chemical Engineering Nanjing University Nanjing 210093 China 

出 版 物：《Science China Chemistry》 (中国科学（化学英文版）)

年 卷 期：2011年第54卷第6期

页      面：951-956页

核心收录：

学科分类：081705[工学-工业催化] 08[工学] 0817[工学-化学工程与技术] 

基　　金：support from the National Natural Science Foundation of China (20932004, 21072093) the National Basic Research Program of China (2011CB808600) the Program for New Century Excellent Talents in University (NCET-07-0425) the Doctoral Fund of Ministry of Education of China (20090091110017) 

主　　题：N-heterocyclic carbenes Heck reaction palladium imidazolinium salts 

摘      要：Two new bis-imidazolinium salts (4a, 4b) have been synthesized as precursors of N-heterocyclic carbenes (NHCs) from the commercially available (R)-2,2′-dihydroxy-1,1′-binaphthalene. The two bis-imidazolinium salts were used as efficient precursor of NHC ancillary ligands in the palladium-catalyzed Heck reaction. Good to excellent yields and high stereoselectivities were obtained with ethyl acrylate, acrylonitrile, and acrylamide as starting materials. The structure of bis-imidazolinium salt 4b was further characterized by single crystal X-ray diffraction analysis.