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A Facile Route to Aryl Boronates: Room‐Temperature, Copper‐Catalyzed Borylation of Aryl Halides with Alkoxy Diboron Reagents
Author(s) -
Kleeberg Christian,
Dang Li,
Lin Zhenyang,
Marder Todd B.
Publication year - 2009
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.200901879
Subject(s) - borylation , aryl , chemistry , alkoxy group , halide , reagent , steric effects , metathesis , combinatorial chemistry , catalysis , organic chemistry , medicinal chemistry , polymerization , alkyl , polymer
Abstract A simple but effective copper‐catalyzed borylation of aryl halides, including electron‐rich and sterically hindered aryl bromides, with alkoxy diboron reagents occurs under mild conditions (see scheme). Preliminary DFT studies of the mechanism suggest that σ‐bond metathesis between a copper–boryl intermediate and the aryl halide generates the aryl boronate product.

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