Premium
Rhodium‐Catalyzed Intramolecular C−H Silylation by Silacyclobutanes
Author(s) -
Zhang QingWei,
An Kun,
Liu LiChuan,
Guo Shuangxi,
Jiang Chenran,
Guo Huifang,
He Wei
Publication year - 2016
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201602376
Subject(s) - silylation , chemistry , rhodium , intramolecular force , reductive elimination , catalysis , reagent , medicinal chemistry , hydride , conjugated system , catalytic cycle , stereochemistry , organic chemistry , hydrogen , polymer
Silacyclobutane was discovered to be an efficient C−H bond silylation reagent. Under the catalysis of Rh I /TMS‐segphos, silacyclobutane undergoes sequential C−Si/C−H bond activations, affording a series of π‐conjugated siloles in high yields and regioselectivities. The catalytic cycle was proposed to involve a rarely documented endocyclic β‐hydride elimination of five‐membered metallacycles, which after reductive elimination gave rise to a Si−Rh I species that is capable of C−H activation.