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Sterically Hindered Amination of Aryl Chlorides Catalyzed by a New Carbazolyl-Derived P,N-Ligand-Composed Palladium Complex

Wing In Lai, Man Pan Leung, Pui Ying Choy, Fuk Yee Kwong*

*Department of Chemistry, The Chinese University of Hong Kong, Shatin, New Territories, Hong Kong, Email: fykwongcuhk.edu.hk

W. I. Lai, M. P. Leung, P. Y. Choy, F. Y. Kwong, Synthesis, 2019, 51, 2678-2686.

DOI: 10.1055/s-0037-1611534 (free Supporting Information)


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Abstract

In the presence of Pd(OAc)2 and a 2-(9H-carbazol-9-yl)phenyl-based phosphine ligand, the synthesis of tetra-ortho-substituted diarylamines proceeded smoothly with excellent product yields. A remarkable result was obtained even for the coupling of highly sterically congested 2,6-diisopropylaniline and hindered 2-chloro-1,3,5-triisopropylbenzene.

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Key Words

palladium, Buchwald-Hartwig coupling, aryl chlorides, phosphine, sterically congested


ID: J66-Y2019