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Site‐Differentiated Polyboron Arenes Prepared by Direct CH Borylation and Their Highly Selective Suzuki–Miyaura Cross‐Coupling Reactions
Author(s) -
Xu Liang,
Ding Siyi,
Li Pengfei
Publication year - 2014
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.201309546
Subject(s) - borylation , moiety , nucleophile , chemistry , aryl , yield (engineering) , combinatorial chemistry , suzuki reaction , stereochemistry , catalysis , organic chemistry , materials science , alkyl , metallurgy
Di‐ and polyboron (hetero)arenes, site‐differentiated with MIDA boronyl (MIDA= N ‐methyliminodiacetic acid) and pinacolato boronyl (Bpin), were prepared by an iridium‐catalyzed direct CH borylation of readily available (hetero)aryl MIDA boronates. The excellent synthetic uses of these multisite nucleophiles were demonstrated by the high‐yield production of a variety of multifunctionalized poly(hetero)arenes with the highly chemoselective Suzuki–Miyaura coupling (SMC) of the Bpin moiety being an essential step.