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Palladium‐Catalyzed Arylation Reactions: A Mechanistic Perspective
Author(s) -
Livendahl Madeleine,
Echavarren Antonio M.
Publication year - 2010
Publication title -
israel journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.908
H-Index - 54
eISSN - 1869-5868
pISSN - 0021-2148
DOI - 10.1002/ijch.201000040
Subject(s) - chemistry , palladium , metalation , catalysis , intramolecular force , deprotonation , electrophile , electrophilic aromatic substitution , combinatorial chemistry , intermolecular force , medicinal chemistry , organic chemistry , molecule , ion
After being restricted for the intramolecular formation of C–C bonds, the palladium catalyzed arylation reaction has been extended for the intermolecular synthesis of biaryls systems. Many of these reactions have been demonstrated to proceed by mechanisms that involve a concerted metalation–deprotonation, in which the base plays an important role in the proton abstraction. Other mechanisms based on electrophilic aromatic substitution and on Pd II /Pd IV or Pd II /Pd III catalytic cycles have also been proposed. This review summarizes the most important recent advancements on the mechanistic understanding of the different types of palladium‐catalyzed arylations reactions.