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Issue 6, 2021
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Catalytic C–H to C–M (M = Al, Mg) bond transformations with heterometallic complexes

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Abstract

C–H functionalisation is one of the cornerstones of modern catalysis and remains a topic of contemporary interest due its high efficiency and atom-economy. Among these reactions, C–H borylation, that is the transformation of C–H to C–B bonds, has experienced a fast development because of the wide utility of organoboron reagents as synthetic intermediates. The mechanistic background is now well-understood and the role of transition metal boryl or σ-borane intermediates in this transformation is well documented. This mini-review focuses on efforts made by our group, and others, to establish palladium- and calcium-catalysed methods for C–H metalation employing heavier main group elements (M = Al, Mg). These are new catalytic reactions first accomplished in our group that we have termed C–H alumination and magnesiation respectively. Unusual heterometallic complexes have been identified as key on-cycle intermediates and their unique reactivity is discussed in the context of new catalytic pathways for C–H functionalisation. Hence, this mini-review summarises the recent progress in the area of C–H metalation reactions as well as the new opportunities that may arise from this concept.

Graphical abstract: Catalytic C–H to C–M (M = Al, Mg) bond transformations with heterometallic complexes

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Article information


Submitted
03 Jul 2020
Accepted
16 Aug 2020
First published
17 Aug 2020

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

Chem. Sci., 2021,12, 1993-2000
Article type
Minireview

Catalytic C–H to C–M (M = Al, Mg) bond transformations with heterometallic complexes

M. Batuecas, N. Gorgas and M. R. Crimmin, Chem. Sci., 2021, 12, 1993 DOI: 10.1039/D0SC03695A

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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