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Hydrogenation of Borylated Arenes
Author(s) -
Wollenburg Marco,
Moock Daniel,
Glorius Frank
Publication year - 2019
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/anie.201810714
Subject(s) - chemistry , aryl , rhodium , alkyl , boron , carbene , functional group , combinatorial chemistry , surface modification , organic chemistry , catalysis , polymer
A cis ‐selective hydrogenation of abundant aryl boronic acids and their derivatives catalyzed by rhodium cyclic (alkyl)(amino)carbene (Rh–CAAC) is reported. The reaction tolerates a variety of boron‐protecting groups and provides direct access to a broad scope of saturated, borylated carbo‐ and heterocycles with various functional groups. The transformation is strategically important because the versatile saturated boronate products are difficult to prepare by other methods. The utility of the saturated cyclic building blocks was demonstrated by post‐functionalization of the boron group.