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Gold‐Catalyzed 1,2‐Diarylation of Alkenes
Author(s) -
Chintawar Chetan C.,
Yadav Amit K.,
Patil Nitin T.
Publication year - 2020
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.202002141
Subject(s) - catalysis , alkene , chemistry , reactivity (psychology) , aryl , ligand (biochemistry) , combinatorial chemistry , reductive elimination , selectivity , metal , photochemistry , organic chemistry , biochemistry , alkyl , alternative medicine , receptor , medicine , pathology
Herein, we disclose the gold‐catalyzed 1,2‐diarylation of alkenes through the interplay of ligand‐enabled Au I /Au III catalysis with the idiosyncratic π‐activation mode of gold complexes. Unlike the classical migratory‐insertion‐based approach to 1,2‐diarylation, the present approach not only circumvents the formation of direct Ar−Ar′ coupling and Heck‐type side products but more intriguingly demonstrates reactivity and selectivity complementary to those of previously known metal catalysis (Pd, Ni, or Cu). Detailed investigations to underpin the mechanistic scenario revealed oxidative addition of aryl iodides to an Au I complex to be the rate‐limiting step owing to the non‐innocent nature of the aryl alkene.