Issue 25, 2015

σ-Alkenyl endo-palladacycle formation via regiospecific functionalisation of an unreactive NHC-tethered C(sp2)–H bond

Abstract

An unusual cyclometallation reaction at palladium is described, which proceeds via C–H functionalisation of a vinylic C(sp2)–H bond tethered to an NHC ligand. The energetic balance between palladacycle formation and bis-NHC complexation has been found to be very subtle.

Graphical abstract: σ-Alkenyl endo-palladacycle formation via regiospecific functionalisation of an unreactive NHC-tethered C(sp2)–H bond

Supplementary files

Article information

Article type
Communication
Submitted
19 ⴷⵓⵊ 2014
Accepted
22 ⵉⵏⵏ 2015
First published
22 ⵉⵏⵏ 2015

Chem. Commun., 2015,51, 5513-5515

Author version available

σ-Alkenyl endo-palladacycle formation via regiospecific functionalisation of an unreactive NHC-tethered C(sp2)–H bond

M. R. Chapman, C. M. Pask, A. Ariafard and C. E. Willans, Chem. Commun., 2015, 51, 5513 DOI: 10.1039/C4CC10163D

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