Gold Catalyzed Decarboxylative Cross-Coupling of Iodoarenes.

Daley, Ryan A; Morrenzin, Aaron S; Neufeldt, Sharon R; Topczewski, Joseph J

Daley, Ryan A; Morrenzin, Aaron S; Neufeldt, Sharon R; Topczewski, Joseph J.

Afiliación

Daley RA; Department of Chemistry, University of Minnesota Twin Cities, Minneapolis, Minnesota 55455, United States.
Morrenzin AS; Department of Chemistry and Biochemistry, Montana State University, Bozeman, Montana 59717, United States.
Neufeldt SR; Department of Chemistry and Biochemistry, Montana State University, Bozeman, Montana 59717, United States.
Topczewski JJ; Department of Chemistry, University of Minnesota Twin Cities, Minneapolis, Minnesota 55455, United States.

J Am Chem Soc ; 142(30): 13210-13218, 2020 07 29.

Article en En | MEDLINE | ID: mdl-32634305

RESUMEN

This report details a decarboxylative cross-coupling of (hetero)aryl carboxylates with iodoarenes in the presence of a gold catalyst (>25 examples, up to 96% yield). This reaction is site specific, which overcomes prior limitations associated with gold catalyzed oxidative coupling reactions. The reactivity of the (hetero)aryl carboxylate correlates qualitatively to the field effect parameter (Fortho). Reactions with isolated gold complexes and DFT calculations support a mechanism proceeding through oxidative addition at a gold(I) cation with decarboxylation being viable at either a gold(I) or a silver(I) species.

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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: J Am Chem Soc Año: 2020 Tipo del documento: Article País de afiliación: Estados Unidos Pais de publicación: Estados Unidos

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