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

22 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.",

keywords = "alkyl-alkyl cross-coupling, metal tuning, transition metals",

author = "Belli, \{Roman G.\} and Tafuri, \{Victoria C.\} and Roberts, \{Courtney C.\}",

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: {\textcopyright} 2022 American Chemical Society.",

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doi = "10.1021/acscatal.2c02785",

language = "English (US)",

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T1 - Improving Alkyl-Alkyl Cross-Coupling Catalysis with Early Transition Metals through Mechanistic Understanding and Metal Tuning

AU - Belli, Roman G.

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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Y1 - 2022/8/5

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

UR - https://www.scopus.com/pages/publications/85136505944

UR - https://www.scopus.com/pages/publications/85136505944#tab=citedBy

U2 - 10.1021/acscatal.2c02785

DO - 10.1021/acscatal.2c02785

M3 - Article

AN - SCOPUS:85136505944

SN - 2155-5435

VL - 12

SP - 9430

EP - 9436

JO - ACS Catalysis

JF - ACS Catalysis

IS - 15

ER -

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

Abstract

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