文献类型：期刊文献

英文题名：Effects of solvent and base on the palladium-catalyzed amination: PdCl2(Ph3P)2/Ph3P-catalyzed selective arylation of primary anilines with aryl bromides

作者：Cai, Liangzhen[1];Qian, Xuanying[1];Song, Wenjing[1];Liu, Taoping[1];Tao, Xiaochun[1];Li, Wanfang[2];Xie, Xiaomin[2]

机构：[1]E China Univ Sci & Technol, Sch Chem & Mol Engn, Shanghai 200237, Peoples R China;[2]Shanghai Jiao Tong Univ, Sch Chem & Chem Engn, Shanghai 200240, Peoples R China

年份：2014

卷号：70

期号：32

起止页码：4754

外文期刊名：TETRAHEDRON

收录：;WOS:【SCI-EXPANDED(收录号:WOS:000337990200007)】；

基金：We thank the National Natural Science Foundation of China (No. 21272156) and Shanghai Key Laboratory of Molecular Catalysts and Innovative Materials (2012MCIMKF01) for financial support.

语种：英文

外文关键词：Palladium; Amination; Triphenylphosphine; Diarylation; Monoarylation

摘要：A readily accessible catalytic system, PdCl2(Ph3P)(2)/Ph3P, was developed for the selective arylation of primary anilines with aryl bromides. The strong influence of solvents and bases on the catalytic activity was observed. In refluxing o-xylene, triphenylphosphine shows high efficiency for Pd-catalyzed intermolecular amination reactions. By changing the bases, mono- and diarylation of primary amines could be selectively achieved in high yields. Moreover, the catalytic system showed good toleration for the steric hindrance of anilines. A series of N,N,N',N'-tetraaryl-1,1'-biphenyl-4,4'-diamines, important intermediates of OLED hole transport materials, were synthesized facilely via coupling reactions between 4,4'-diaminobiphenyls and aryl bromides. (C) 2014 Elsevier Ltd. All rights reserved.