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Palladium‐Catalysed C–H Bond Zincation of Arenes: Scope, Mechanism and the Role of Heterometallic Intermediates by Garçon, Martí; Wee Mun, Nicolette; White, Andrew J P; Crimmin, Mark Richard is a Chemistry article available to read on EtoBox.

What is Palladium‐Catalysed C–H Bond Zincation of Arenes: Scope, Mechanism and the Role of Heterometallic Intermediates about?

## Catalytic methods that transform C-H into C-X bonds are of paramount importance in synthesis. A particular focus has been the generation of organoboranes, organosilanes and organostannanes from simple hydrocarbons (X = B, Si, Sn). Despite the importance of organozinc compounds (X = Zn), their synthesis by the catalytic functionalisation of C-H bonds remains unknown. Here we show that a palladium catalyst and zinc-hydride reagent can be used to transform C-H into C-Zn bonds. The new catalytic C-H zincation protocol has been applied to a variety of arenes -including fluoroarenes, heteroarenes, and benzene -with high chemo-and regioselectivity. A mechanistic study shows that heterometallic Pd---Zn complexes play a key role in catalysis. The conclusions of this work are twofold; the first is that valuable organozinc compounds are finally accessible by catalytic C-H functionalisation, the second is that heterometallic complexes are intimately involved in bond-making and bond-breaking steps of C-H functionalisation.

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Author

Garçon, Martí; Wee Mun, Nicolette; White, Andrew J P; Crimmin, Mark Richard

Publisher

John Wiley and Sons; Wiley (John Wiley & Sons); John Wiley & Sons Ltd.; Wiley; Research Square (ISSN 0044-8249)

Published

2021

Language

EN

Field

Chemistry (Physical Sciences)