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Oxidative Coupling of Organoboron Compounds
Author(s) -
Dhital Raghu Nath,
Sakurai Hidehiro
Publication year - 2014
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.201300283
Subject(s) - chemistry , bimetallic strip , catalysis , organoboron compounds , palladium , transition metal , oxidative addition , aryl , oxidative coupling of methane , oxidative phosphorylation , combinatorial chemistry , coupling reaction , boron , organic chemistry , biochemistry , alkyl
Abstract An increasing number of boron‐mediated reactions have become leading synthetic tools in organic chemistry. The transition‐metal‐catalyzed oxidative coupling reactions of aryl‐ and alkylboron compounds have been intensively studied over recent decades. Palladium‐based catalysts are often used in the presence of an appropriate oxidant, and the reaction mechanism has been fully elucidated. Efficient homocoupling reactions that are catalyzed by nanosized (<2 nm) gold particles were introduced in 2004, which allow the use of oxygen as a sustainable oxidant. Besides palladium and gold, other transition metals and bimetallic combinations can also serve as excellent catalysts. This review summarizes both the seminal early work and recent developments in the area of transition‐metal‐catalyzed oxidative homocoupling reactions of organoboron compounds and discusses the mechanistic details.