Issue 35, 2011

Aryl–O reductive elimination from reaction of well-defined aryl–Cuiii species with phenolates: the importance of ligand reactivity

Abstract

Well-defined aryl–CuIII species undergo rapid reductive elimination upon reaction with phenolates (PhO), to form aryl–OPh cross-coupling products. Kinetic studies show that the reaction follows a different mechanistic pathway compared to the reaction with phenols. The pH active cyclized pincer-like ligand undergoes an initial amine deprotonation that triggers a faster reactivity at room temperature. A mechanistic proposal for the enhanced reactivity and the role of EPR-detected CuII species will be discussed in detail.

Graphical abstract: Aryl–O reductive elimination from reaction of well-defined aryl–Cuiii species with phenolates: the importance of ligand reactivity

Supplementary files

Article information

Article type
Paper
Submitted
14 Mar 2011
Accepted
12 Apr 2011
First published
04 Jul 2011

Dalton Trans., 2011,40, 8796-8799

Aryl–O reductive elimination from reaction of well-defined aryl–CuIII species with phenolates: the importance of ligand reactivity

A. Casitas, N. Ioannidis, G. Mitrikas, M. Costas and X. Ribas, Dalton Trans., 2011, 40, 8796 DOI: 10.1039/C1DT10428D

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