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Base‐Mediated Defluorosilylation of C(sp 2 )−F and C(sp 3 )−F Bonds
Author(s) -
Liu XiangWei,
Zarate Cayetana,
Martin Ruben
Publication year - 2019
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201813294
Subject(s) - catalysis , chemistry , context (archaeology) , bond cleavage , heteroatom , metal , base (topology) , surface modification , base metal , stereochemistry , combinatorial chemistry , organic chemistry , materials science , ring (chemistry) , paleontology , mathematical analysis , mathematics , welding , metallurgy , biology
The ability to selectively forge C–heteroatom bonds by C−F scission is typically accomplished by metal catalysts, specialized ligands and/or harsh reaction conditions. Described herein is a base‐mediated defluorosilylation of unactivated C(sp 2 )−F and C(sp 3 )−F bonds that obviates the need for metal catalysts. This protocol is characterized by its simplicity, mild reaction conditions, and wide scope, even within the context of late‐stage functionalization, constituting a complementary approach to existing C−Si bond‐forming protocols.