Catalytic activation of remote alkenes through silyl-rhodium(iii) complexes

The tandem isomerization-hydrosilylation reaction is a highly valuable process able to transform mixtures of internal olefins into linear silanes. Unsaturated and cationic hydrido-silyl-Rh(iii) complexes have proven to be effective catalysts for this reaction. Herein, three silicon-based bidentate l...

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Detalles Bibliográficos
Autores: Prieto-Pascual, Unai, Martínez de Morentin, Aitor, Choquesillo-Lazarte, Duane, Rodríguez-Diéguez, Antonio, Freixa, Zoraida, Huertos, Miguel A.
Tipo de recurso: artículo
Estado:Versión publicada
Fecha de publicación:2023
País:España
Institución:Consejo Superior de Investigaciones Científicas (CSIC)
Repositorio:DIGITAL.CSIC. Repositorio Institucional del CSIC
OAI Identifier:oai:digital.csic.es:10261/342719
Acceso en línea:http://hdl.handle.net/10261/342719
Access Level:acceso abierto
Palabra clave:Catalyst activity
Hydrosilylation
Ligands
Rhodium compounds
Synthesis (chemical)
X ray diffraction
Bidentate ligands
Catalytic activation
Cationics
Hydrosilylation reaction
Hydrosilylations
Isomerisation
Rhodium complexes
Silicon-based
X- ray diffractions
Olefins
Descripción
Sumario:The tandem isomerization-hydrosilylation reaction is a highly valuable process able to transform mixtures of internal olefins into linear silanes. Unsaturated and cationic hydrido-silyl-Rh(iii) complexes have proven to be effective catalysts for this reaction. Herein, three silicon-based bidentate ligands, 8-(dimethylsilyl)quinoline (L1), 8-(dimethylsilyl)-2-methylquinoline (L2) and 4-(dimethylsilyl)-9-phenylacridine (L3), have been used to synthesize three neutral [RhCl(H)(L)PPh] (1-L1, 1-L2 and 1-L3) and three cationic [Rh(H)(L)(PPh)][BAr] (2-L1, 2-L2 and 2-L3) Rh(iii) complexes. Among the neutral compounds, 1-L2 could be characterized in the solid state by X-ray diffraction showing a distorted trigonal bipyramidal structure. Neutral complexes (1-L1, 1-L2 and 1-L3) failed to catalyze the hydrosilylation of olefins. On the other hand, the cationic compound 2-L2 was also characterized by X-ray diffraction showing a square pyramidal structure. The unsaturated and cationic Rh(iii) complexes 2-L1, 2-L2 and 2-L3 showed significant catalytic activity in the hydrosilylation of remote alkenes, with the most sterically hindered (2-L2) being the most active one.