Terphenyl Amido Stannylene‐NHC Adduct: A Catalyst for the Hydrosilylation of Aldehydes and Ketones

2024/09/24 by Dechuang Niu, John A. Kelly, Fiona J. Kiefer +2
Chemistry · #Organoboron and organosilicon chemistry #Asymmetric Hydrogenation and Catalysis #Chemical Synthesis and Reactions

paper · pdf · doi:10.1002/zaac.202400143

Abstract

Abstract The terphenyl amido stannylene‐NHC adducts, HMDS( Mes Ter)Sn(NHC), ( Mes Ter = 2,6‐Mes 2 C 6 H 3 , Mes = 2,4,6‐Me 3 ‐C 6 H 2 , HMDS = N(SiMe 3 ) 2 , NHC = IMe 4 , IEt, IMe 4 = 1,3,4,5‐tetramethylimidazol‐2‐ylidene, Iet = 1,3‐diethyl‐4,5‐dimethylimidazol‐2‐ylidene), were reacted with benzaldehyde resulting in the formation of HMDS( Mes Ter)Sn(OCH(Ph)NHC). In the presence of acetophenone, deprotonation occurs to afford the tin enolate ( Mes Ter)Sn(NHC)(OPhC=CH 2 ), via the release of hexamethyldisilamine. This stannylene‐NHC adduct is a catalyst for the homogeneous hydrosilylation of aldehydes and ketones under ambient conditions.

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