Competitive gold/nickel transmetalation

Transmetalation is a key method for the construction of element-element bonds. Here, we disclose the reactivity of [Ni II (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-ar...

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Bibliographic Details
Published in:Chemical communications (Cambridge, England) England), 2021-12, Vol.58 (1), p.68-71
Main Authors: Demchuk, Mitchell J, Zurakowski, Joseph A, Austen, Brady J. H, Nelson, David J, Drover, Marcus W
Format: Article
Language:English
Subjects:
Aromatic compounds
Catalysis
Chemical bonds
Chemical reactions
Coupling
Cross coupling
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Summary:Transmetalation is a key method for the construction of element-element bonds. Here, we disclose the reactivity of [Ni II (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. Transmetalation is a key method for the construction of element-element bonds.
ISSN:1359-7345
1364-548X
DOI:10.1039/d1cc06064c