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Flexible Steric Bulky Bis(Imino)acenaphthene (BIAN)-Supported N-Heterocyclic Carbene Palladium Precatalysts: Catalytic Application in Buchwald-Hartwig Amination in Air

Xiao-Bing Lan, Yinwu Li, Yan-Fang Li, Dong-Sheng Shen, Zhuofeng Ke* and Feng-Shou Liu*

*Sun Yat-sen University, Guangzhou 510275; Guangdong Pharmaceutical University, Zhongshan, Guangdong 528458, China, Email: kezhf3mail.sysu.edu.cn, fengshou2004126.com

X.-B. Lan, Y. Li, Y.-F. Li, D.-S. Shen, Z. Ke, F.-S. Liu, J. Org. Chem., 2017, 82, 2914-2925.

DOI: 10.1021/acs.joc.6b02867 (free Supporting Information)


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Abstract

Well-defined palladium complexes with unsymmetric flexible steric bulk are excellent precatalysts for Buchwald-Hartwig amination of aryl chlorides with amines in air. Cross-coupling products were obtained in excellent yields in the presence of 0.5-0.1 mol % palladium loading. A wide range of aryl- and heteroaryl chlorides as well as various amines were compatible.

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Key Words

Buchwald-Hartwig Coupling


ID: J42-Y2017