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Orange Light-Driven C(sp2)-C(sp3) Cross-Coupling via Spin-Forbidden Ir(III) Metallaphotoredox Catalysis.
Xie, Katherine A; Bednarova, Eva; Joe, Candice L; Lin, Chenxi; Sherwood, Trevor C; Simmons, Eric M; Lainhart, Brendan C; Rovis, Tomislav.
Afiliación
  • Xie KA; Department of Chemistry, Columbia University, New York, New York 10027, United States.
  • Bednarova E; Department of Chemistry, Columbia University, New York, New York 10027, United States.
  • Joe CL; Chemical Process Development, Bristol Myers Squibb, 1 Squibb Drive, New Brunswick, New Jersey 08903, United States.
  • Lin C; Department of Chemistry, Barnard College, New York, New York 10027, United States.
  • Sherwood TC; Small Molecule Drug Discovery, Bristol Myers Squibb, Princeton, New Jersey 08543, United States.
  • Simmons EM; Chemical Process Development, Bristol Myers Squibb, 1 Squibb Drive, New Brunswick, New Jersey 08903, United States.
  • Lainhart BC; Chemical Process Development, Bristol Myers Squibb, 1 Squibb Drive, New Brunswick, New Jersey 08903, United States.
  • Rovis T; Department of Chemistry, Columbia University, New York, New York 10027, United States.
J Am Chem Soc ; 145(36): 19925-19931, 2023 Sep 13.
Article en En | MEDLINE | ID: mdl-37642382
We report the development and characterization of a library of Ir(III) photocatalysts capable of undergoing spin-forbidden excitation (SFE) under orange light irradiation (595 nm). These catalysts were successfully applied to the construction of synthetically valuable C(sp2)-C(sp3) bonds inaccessible with existing methods of low-energy light-driven dual nickel/photoredox catalysis, demonstrating the synthetic utility of this photocatalyst family. The photocatalysts are capable of accessing both oxidatively and reductively activated coupling partners, illustrated through deaminative arylation and potassium alkyl trifluoroborate cross-coupling reactions with aryl halides. We demonstrate diverse substrate scopes of both cross-coupling paradigms under mild conditions in the first example of low-energy light-driven C(sp2)-C(sp3) metallaphotoredox coupling.
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: J Am Chem Soc Año: 2023 Tipo del documento: Article País de afiliación: Estados Unidos Pais de publicación: Estados Unidos
Texto completo
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XML
PubMed Links
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: J Am Chem Soc Año: 2023 Tipo del documento: Article País de afiliación: Estados Unidos Pais de publicación: Estados Unidos