Competitive gold/nickel transmetalation

Tools

Demchuk, Mitchell J. and Zurakowski, Joseph A. and Austen, Brady J. H. and Nelson, David J. and Drover, Marcus W. (2021) Competitive gold/nickel transmetalation. Chemical Communications, 58 (1). pp. 68-71. ISSN 1359-7345 (https://doi.org/10.1039/D1CC06064C)

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Abstract

Transmetalation is a key method for the construction of element–element bonds. Here, we disclose the reactivity of [NiII(Ar)(I)(diphosphine)] compounds with arylgold(I) transmetalating agents, which is directly relevant to cross-coupling catalysis. Both aryl-for-iodide and unexpected aryl-for-aryl transmetalation are witnessed. Despite the strong driving force expected for Au–I bond formation, aryl scrambling can occur during transmetalation and may complicate the outcomes of attempted catalytic cross-coupling reactions.

ORCID iDs

Demchuk, Mitchell J., Zurakowski, Joseph A., Austen, Brady J. H., Nelson, David J. ORCID logoORCID: https://orcid.org/0000-0002-9461-5182 and Drover, Marcus W.;
CORE (COnnecting REpositories)