Improving Alkyl-Alkyl Cross-Coupling Catalysis with Early Transition Metals through Mechanistic Understanding and Metal Tuning

Roman G. Belli; Victoria C. Tafuri; Courtney C. Roberts

doi:10.1021/acscatal.2c02785

Improving Alkyl-Alkyl Cross-Coupling Catalysis with Early Transition Metals through Mechanistic Understanding and Metal Tuning

Roman G. Belli, Victoria C. Tafuri, Courtney C. Roberts

Chemistry (Twin Cities)

Research output: Contribution to journal › Article › peer-review

16 Scopus citations

Abstract

Alkyl-alkyl cross-coupling is a powerful C-C bond-forming transformation typically catalyzed by late transition metals. Herein, we report a mechanistic investigation into an early transition metal-catalyzed variant of this reaction. Through this mechanistic understanding, an ideal Y catalyst was determined through tuning of the metal in order to optimize the oxidation potential, which governs the rate-limiting step in this reaction. A wide substrate scope is revealed that includes a variety of functional groups as well as less activated substrates.

Original language	English (US)
Pages (from-to)	9430-9436
Number of pages	7
Journal	ACS Catalysis
Volume	12
Issue number	15
DOIs	https://doi.org/10.1021/acscatal.2c02785
State	Published - Aug 5 2022

Bibliographical note

Funding Information:
Financial support was provided by the University of Minnesota and the Petroleum Research Fund of the American Chemical Society (ACS PRF 62432-DNI1).

Publisher Copyright:
© 2022 American Chemical Society.

Keywords

alkyl-alkyl cross-coupling
metal tuning
transition metals

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10.1021/acscatal.2c02785

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abstract = "Alkyl-alkyl cross-coupling is a powerful C-C bond-forming transformation typically catalyzed by late transition metals. Herein, we report a mechanistic investigation into an early transition metal-catalyzed variant of this reaction. Through this mechanistic understanding, an ideal Y catalyst was determined through tuning of the metal in order to optimize the oxidation potential, which governs the rate-limiting step in this reaction. A wide substrate scope is revealed that includes a variety of functional groups as well as less activated substrates.",

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AU - Tafuri, Victoria C.

AU - Roberts, Courtney C.

N1 - Funding Information: Financial support was provided by the University of Minnesota and the Petroleum Research Fund of the American Chemical Society (ACS PRF 62432-DNI1). Publisher Copyright: © 2022 American Chemical Society.

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N2 - Alkyl-alkyl cross-coupling is a powerful C-C bond-forming transformation typically catalyzed by late transition metals. Herein, we report a mechanistic investigation into an early transition metal-catalyzed variant of this reaction. Through this mechanistic understanding, an ideal Y catalyst was determined through tuning of the metal in order to optimize the oxidation potential, which governs the rate-limiting step in this reaction. A wide substrate scope is revealed that includes a variety of functional groups as well as less activated substrates.

AB - Alkyl-alkyl cross-coupling is a powerful C-C bond-forming transformation typically catalyzed by late transition metals. Herein, we report a mechanistic investigation into an early transition metal-catalyzed variant of this reaction. Through this mechanistic understanding, an ideal Y catalyst was determined through tuning of the metal in order to optimize the oxidation potential, which governs the rate-limiting step in this reaction. A wide substrate scope is revealed that includes a variety of functional groups as well as less activated substrates.

KW - alkyl-alkyl cross-coupling

KW - metal tuning

KW - transition metals

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ER -

Improving Alkyl-Alkyl Cross-Coupling Catalysis with Early Transition Metals through Mechanistic Understanding and Metal Tuning

Abstract

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