Efficient and Selective Hydrosilylation of Secondary and Tertiary Amides Catalyzed by an Iridium(III) Metallacycle: Development and Mechanistic Investigation - Archive ouverte HAL Accéder directement au contenu
Article Dans Une Revue ChemCatChem Année : 2017

Efficient and Selective Hydrosilylation of Secondary and Tertiary Amides Catalyzed by an Iridium(III) Metallacycle: Development and Mechanistic Investigation

Résumé

In the present study, we show accessible cationic Ir(III) metallacycles catalyse efficiently the chemoselective hydrosilylation of tertiary and secondary amides to amines. The catalyst described herein operates at low loadings using inexpensive 1,1,3,3-tetramethyldisiloxane and allows fast reactions with high yields, selectivities and turnover numbers. Whereas a transient iminium intermediate has been observed for the first time by mass spectrometry, the activations of the catalyst and the silane reagent have been studied by DFT calculations. These fundamental insights support present and future improvements of Ir(III) metallacycles through proper ligand modifications and enable further broad applications of catalysts based on metallacycles.
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hal-01715057 , version 1 (31-08-2020)

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Yann Corre, Xavier Trivelli, Frédéric Capet, Jean-Pierre Djukic, Francine Agbossou-Niedercorn, et al.. Efficient and Selective Hydrosilylation of Secondary and Tertiary Amides Catalyzed by an Iridium(III) Metallacycle: Development and Mechanistic Investigation. ChemCatChem, 2017, 9 (11), pp.2009-2017. ⟨10.1002/cctc.201700400⟩. ⟨hal-01715057⟩
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