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Use of a Perfluoroalkylsulfonyl (PFS) Linker in a “Traceless” Synthesis of Biaryls through Suzuki Cleavage
Author(s) -
Pan Yijun,
Ruhland Beatrice,
Holmes Christopher P.
Publication year - 2001
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/1521-3773(20011203)40:23<4488::aid-anie4488>3.0.co;2-5
Subject(s) - linker , aryl , cleavage (geology) , phenols , chemistry , phenol , combinatorial chemistry , suzuki reaction , fluoride , organic chemistry , materials science , computer science , inorganic chemistry , alkyl , fracture (geology) , composite material , operating system
Three roles for the PFS fluoride resin 1 : a linker, a protecting group, and an activating group for phenols. Immobilized “aryl triflates” 2 are generated upon treatment of 1 with phenols. Through a subsequent Suzuki cleavage/cross‐coupling reaction an additional aryl group can be appended to the initial phenol to afford biaryls 3 in a “traceless” fashion in high yields.