A Family of Rhodium(I) NHC Chelates Featuring O-containing Tethers for Catalytic Tandem Alkene Isomerization-Hydrosilylation - Archive ouverte HAL Accéder directement au contenu
Article Dans Une Revue Dalton Transactions Année : 2020

A Family of Rhodium(I) NHC Chelates Featuring O-containing Tethers for Catalytic Tandem Alkene Isomerization-Hydrosilylation

Résumé

The rhodium complex Rh(HL)(COD)Cl, 1, L being a functionalized N-heterocyclic carbene (NHC) ligand with an oxygen-containing pendant arm, has been used as the entry point to synthesize a series of neutral and cationic Rh(I) O,C chelates. While the Rh-carbene interaction is similar in all these 16-electron complexes, structural analysis reveals that the strength of the Rh-O bond is greatly affected by the nature of the O-donor: R-O->R-OH>R-OBF3. These subtle changes in the nature of the O-containing tether are found to be responsible for large differences in the alkene hydrosilylation catalytic activity of these compounds: the stronger the Rh-O interaction, the better the catalytic performances. The most active catalyst, [Rh(L)(COD)], 2, demonstrated good catalytic activity under mild reaction conditions for the hydrosilylation of a range of alkene substrates with the industrially relevant non-activated tertiary silane, 1,1,1,3,5,5,5-heptamethyltrisiloxane (MD H M). Furthermore, this complex is an effective catalyst for the selective remote functionalization of internal olefins at room temperature via tandem alkene isomerization-hydrosilylation.
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hal-03015981 , version 1 (20-11-2020)

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Ravi Srivastava, Martin Jakoobi, Chloé Thieuleux, Elsje Alessandra Quadrelli, Clément Camp. A Family of Rhodium(I) NHC Chelates Featuring O-containing Tethers for Catalytic Tandem Alkene Isomerization-Hydrosilylation. Dalton Transactions, 2020, ⟨10.1039/D0DT03698F⟩. ⟨hal-03015981⟩
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