General and Mild Ni 0 ‐Catalyzed α‐Arylation of Ketones Using Aryl Chlorides | Zendy

FernándezSalas José A. | Zendy; Marelli Enrico | Zendy; Cordes David B. | Zendy; Slawin Alexandra M. Z. | Zendy; Nolan Steven P. | Zendy

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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

Abstract 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.

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