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General and Mild Ni 0 ‐Catalyzed α‐Arylation of Ketones Using Aryl Chlorides
Author(s) -
FernándezSalas José A.,
Marelli Enrico,
Cordes David B.,
Slawin Alexandra M. Z.,
Nolan Steven P.
Publication year - 2015
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201406457
Subject(s) - acetophenone , catalysis , aryl , carbene , nickel , chemistry , catalytic cycle , transformation (genetics) , combinatorial chemistry , ketone , medicinal chemistry , organic chemistry , biochemistry , gene , alkyl
A general methodology for the α‐arylation of ketones using a nickel catalyst has been developed. The new well‐defined [Ni(IPr*)(cin)Cl] ( 1 c ) pre‐catalyst showed great efficiency for this transformation, allowing the coupling of a wide range of ketones, including acetophenone derivatives, with various functionalised aryl chlorides. This cinnamyl‐based Ni–N‐heterocyclic carbene (NHC) complex has demonstrated a different behaviour to previously reported NHC‐Ni catalysts. Preliminary mechanistic studies suggest a Ni 0 /Ni II catalytic cycle to be at play.