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.
Highlights
The transformation of simple hydrocarbons into more complex and valuable products via catalytic C–H bond functionalisation has revolutionised modern synthetic chemistry
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
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
Summary
The transformation of simple hydrocarbons into more complex and valuable products via catalytic C–H bond functionalisation has revolutionised modern synthetic chemistry.
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