Organic Chemistry Portal



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:,

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

see article for more reactions


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.

see article for more examples

Pd-PEPPSI-IPentAn Promoted Deactivated Amination of Aryl Chlorides with Amines under Aerobic Conditions

F.-D. Huang, C. Xu, D.-D. Lu, D.-S. Shen, T. Li, F.-S. Liu, J. Org. Chem., 2018, 83, 9144-9155.

Key Words

Buchwald-Hartwig Coupling

ID: J42-Y2017