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An Original L-shape, Tunable N-Heterocyclic Carbene Platform for Efficient Gold(I) Catalysis.
Tang, Yue; Benaissa, Idir; Huynh, Mathieu; Vendier, Laure; Lugan, Noël; Bastin, Stéphanie; Belmont, Philippe; César, Vincent; Michelet, Véronique.
Afiliação
  • Tang Y; PSL Research University, Chimie ParisTech-CNRS, Institut de Recherche de Chimie Paris, 75005, Paris, France.
  • Benaissa I; University Côte d'Azur, Institut de Chimie de Nice, UMR 7272 CNRS, Parc Valrose, Faculté des Sciences, 06100, Nice, France.
  • Huynh M; LCC-CNRS, Université de Toulouse, CNRS, 205 route de Narbonne, 31077, Toulouse Cedex 4, France.
  • Vendier L; LCC-CNRS, Université de Toulouse, CNRS, 205 route de Narbonne, 31077, Toulouse Cedex 4, France.
  • Lugan N; LCC-CNRS, Université de Toulouse, CNRS, 205 route de Narbonne, 31077, Toulouse Cedex 4, France.
  • Bastin S; LCC-CNRS, Université de Toulouse, CNRS, 205 route de Narbonne, 31077, Toulouse Cedex 4, France.
  • Belmont P; LCC-CNRS, Université de Toulouse, CNRS, 205 route de Narbonne, 31077, Toulouse Cedex 4, France.
  • César V; Université Paris Descartes, Faculté de Pharmacie de Paris, UMR CNRS 8038 CiTCoM, 4 avenue de l'Observatoire, 75006, Paris, France.
  • Michelet V; LCC-CNRS, Université de Toulouse, CNRS, 205 route de Narbonne, 31077, Toulouse Cedex 4, France.
Angew Chem Int Ed Engl ; 58(24): 7977-7981, 2019 Jun 11.
Article em En | MEDLINE | ID: mdl-30957361
ABSTRACT
The synthesis and characterization of original NHC ligands based on an imidazo[1,5-a]pyridin-3-ylidene (IPy) scaffold functionalized with a flanking barbituric heterocycle is described as well as their use as tunable ligands for efficient gold-catalyzed C-N, C-O, and C-C bond formations. High activity, regio-, chemo-, and stereoselectivities are obtained for hydroelementation and domino processes, underlining the excellent performance (TONs and TOFs) of these IPy-based ligands in gold catalysis. The gold-catalyzed domino reactions of 1,6-enynes give rise to functionalized heterocycles in excellent isolated yields under mild conditions. The efficiency of the NHC gold 5Me complex is remarkable and mostly arises from a combination of steric protection and stabilization of the cationic AuI active species by ligand 1Me .
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Texto completo: 1 Base de dados: MEDLINE Idioma: En Revista: Angew Chem Int Ed Engl Ano de publicação: 2019 Tipo de documento: Article País de afiliação: França

Texto completo: 1 Base de dados: MEDLINE Idioma: En Revista: Angew Chem Int Ed Engl Ano de publicação: 2019 Tipo de documento: Article País de afiliação: França