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Pretransmetalation intermediates in Suzuki−Miyaura C−C and carbonylative cross-couplings: synthesis and structural authentication of aryl- and aroylnickel(II) boronates

Citation

Olding, A and Ho, CC and Lucas, NT and Canty, AJ and Bissember, AC, Pretransmetalation intermediates in Suzuki−Miyaura C−C and carbonylative cross-couplings: synthesis and structural authentication of aryl- and aroylnickel(II) boronates, ACS Catalysis, 13, (5) pp. 3153-3157. ISSN 2155-5435 (2023) [Refereed Article]


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DOI: doi:10.1021/acscatal.2c05657

Abstract

Covalently tethering a supporting ligand to a boron nucleophile allowed typically elusive, kinetically unstable Suzuki–Miyaura (SM) pretransmetalation species to be tamed. This strategy enabled the synthesis and X-ray crystallographic characterization of an organonickel(II) boronate pretransmetalation intermediate. Performing reactions in the presence of carbon monoxide delivered pretransmetalation intermediates in carbonylative SM reactions–aroylmetal boronates. This enabled the X-ray crystal structure of an aroylnickel(II) boronate (and an aroylpalladium(II) boronate) to be secured.

Item Details

Item Type:Refereed Article
Keywords:Suzuki-Miyaura, cross-coupling, transmetalation, arylnickel(II) boronate, aroylnickel(II) boronate, carbonylation
Research Division:Chemical Sciences
Research Group:Inorganic chemistry
Research Field:Transition metal chemistry
Objective Division:Expanding Knowledge
Objective Group:Expanding knowledge
Objective Field:Expanding knowledge in the chemical sciences
UTAS Author:Olding, A (Mr Angus Olding)
UTAS Author:Ho, CC (Dr Curtis Ho)
UTAS Author:Canty, AJ (Professor Allan Canty)
UTAS Author:Bissember, AC (Associate Professor Alex Bissember)
ID Code:155670
Year Published:2023
Funding Support:Australian Research Council (FT200100049)
Deposited By:Chemistry
Deposited On:2023-03-06
Last Modified:2023-03-06
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