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Carbon–hydrogen (C–H) bond activation at PdIV: a Frontier in C–H functionalization catalysis

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Abstract

The direct functionalization of carbon–hydrogen (C–H) bonds has emerged as a versatile strategy for the synthesis and derivatization of organic molecules. Among the methods for C–H bond activation, catalytic processes that utilize a PdII/PdIV redox cycle are increasingly common. The C–H activation step in most of these catalytic cycles is thought to occur at a PdII centre. However, a number of recent reports have suggested the feasibility of C–H cleavage occurring at PdIV complexes. Importantly, these latter processes often result in complementary reactivity and selectivity relative to analogous transformations at PdII. This mini review highlights proposed examples of C–H activation at PdIV centres. Applications of this transformation in catalysis as well as mechanistic details obtained from stoichiometric model studies are discussed. Furthermore, challenges and future perspectives for the field are reviewed.

Graphical abstract: Carbon–hydrogen (C–H) bond activation at PdIV: a Frontier in C–H functionalization catalysis

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Article information


Submitted
25 Aug 2014
Accepted
18 Sep 2014
First published
29 Sep 2014

This article is Open Access
All publication charges for this article have been paid for by the Royal Society of Chemistry

Chem. Sci., 2015,6, 70-76
Article type
Minireview

Carbon–hydrogen (C–H) bond activation at PdIV: a Frontier in C–H functionalization catalysis

J. J. Topczewski and M. S. Sanford, Chem. Sci., 2015, 6, 70 DOI: 10.1039/C4SC02591A

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.

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