Carbon-halide oxidative addition and carbon-carbon reductive elimination at a (PNP)Rh center

Sylvain GATARD; Remle CELENLIGIL-CETIN; CHENGYUN GUO; Bruce M FOXMAN; Oleg V OZEROV

doi:10.1021/ja057948j

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Carbon-halide oxidative addition and carbon-carbon reductive elimination at a (PNP)Rh center

Journal article

Peer reviewed

Carbon-halide oxidative addition and carbon-carbon reductive elimination at a (PNP)Rh center

Sylvain GATARD, Remle CELENLIGIL-CETIN, CHENGYUN GUO, Bruce M FOXMAN and Oleg V OZEROV

Journal of the American Chemical Society, Vol.128(9), pp.2808-2809

03/01/2006

DOI: https://doi.org/10.1021/ja057948j

PMID: 16506753

Abstract

Chemistry

Kinetics and mechanisms

Reactivity and mechanisms

Exact sciences and technology

Aromatic compounds

Reductive elimination

Metals

Oxidative addition

Organic Chemistry

Transition Metals

An unsaturated (PNP)Rh fragment can be generated by means of C−C reductive elimination from (PNP)Rh(Me)(Ar) or (PNP)Rh(Ar)(Ar). This fragment undergoes carbon−halogen oxidative addition with aryl chlorides, bromides, and iodides at room temperature. The C−H oxidative addition products in reactions with haloarenes are not observed, and evidence is presented that carbon−halogen oxidative addition is thermodynamically preferred. C−C reductive elimination from (PNP)Rh(Me)(Ar) and (PNP)Rh(Ar)(Ar) proceeds near quantitatively as a clean, first-order reaction.

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Title: Carbon-halide oxidative addition and carbon-carbon reductive elimination at a (PNP)Rh center
Creators: Sylvain GATARD - Department of Chemistry, Brandeis University, MS015, 415 South Street, Waltham, Massachusetts 02454, United States
Remle CELENLIGIL-CETIN - Department of Chemistry, Brandeis University, MS015, 415 South Street, Waltham, Massachusetts 02454, United States
CHENGYUN GUO - Department of Chemistry, Brandeis University, MS015, 415 South Street, Waltham, Massachusetts 02454, United States
Bruce M FOXMAN - Department of Chemistry, Brandeis University, MS015, 415 South Street, Waltham, Massachusetts 02454, United States
Oleg V OZEROV - Department of Chemistry, Brandeis University, MS015, 415 South Street, Waltham, Massachusetts 02454, United States
Publication Details: Journal of the American Chemical Society, Vol.128(9), pp.2808-2809
Publisher: American Chemical Society
Identifiers: 9923989575001921
Academic Unit: Department of Chemistry
Language: English
Resource Type: Journal article

Carbon-halide oxidative addition and carbon-carbon reductive elimination at a (PNP)Rh center

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