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Rhodium(II)‐Catalyzed Dehydrogenative Silylation of Biaryl‐Type Monophosphines with Hydrosilanes
Author(s) -
Wang Dingyi,
Zhao Yunfei,
Yuan Chengkai,
Wen Jian,
Zhao Yue,
Shi Zhuangzhi
Publication year - 2019
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201906975
Subject(s) - silylation , chemistry , steric effects , rhodium , catalysis , combinatorial chemistry , substrate (aquarium) , ligand (biochemistry) , suzuki reaction , organic chemistry , palladium , biochemistry , oceanography , receptor , geology
A rhodium‐catalyzed system is introduced for in situ modification of biaryl‐type monophosphines with hydrosilanes through a P III ‐chelation‐assisted dehydrogenative silylation reaction. A series of ligands containing silyl groups with different steric and electronic properties were obtained with excellent regioselectivities. This method offers many advantages, including the use of commercially available phosphines, no requirement for an external ligand or oxidant, a broader substrate scope, high efficiency, and access to a single regioisomer. Based on the outstanding properties of the parent scaffolds, the silyl‐substituted phosphines serve as excellent ligands in Pd‐catalyzed asymmetric Suzuki coupling reactions.