On the reactions of (hetero)aryl and vinyl triflates with [Ni(COD)(dppf)]

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McVeigh, Nicholas C.C. and Greaves, Megan E. and Munday, Rachel H. and Ronson, Thomas O. and Rice, Scott and Sproules, Stephen and Nelson, David J. (2026) On the reactions of (hetero)aryl and vinyl triflates with [Ni(COD)(dppf)]. Catalysis Science and Technology. ISSN 2044-4761 (https://doi.org/10.1039/D6CY00261G)

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Abstract

We report the experimental and computational investigations of the reactions of aryl, heteroaryl, and vinyl triflates with a model nickel(0) complex. While the reactions of most (hetero)aryl and vinyl triflates behave straightforwardly, the reactions of 3-pyridinyl triflates are rather different; under reaction conditions where the organotriflates are used in vast excess there is not a simple pseudo-first order behaviour. These reactions are further explored using DFT calculations, which show that both three- and five-centred oxidative addition transition states are viable, but that the experimentally-observed order of reactivity is not readily reproduced by considering a simple oxidative addition pathway.

ORCID iDs

McVeigh, Nicholas C.C. ORCID logoORCID: https://orcid.org/0009-0008-0141-3161, Greaves, Megan E., Munday, Rachel H., Ronson, Thomas O., Rice, Scott, Sproules, Stephen and Nelson, David J. ORCID logoORCID: https://orcid.org/0000-0002-9461-5182;
CORE (COnnecting REpositories)