ASYMMENTRIC TRANSFER HYDROGENATION IN AQUEOUS SOLUTION CATALYZED BY RHODIUM COMPLEXES WITH C2-SYMMETRIC FLOURENCE-LIGANS CONTAINING CHIRAL (1R, 2R)-CYCLOHEXANE-1, 2-DIAMINE

Two C2-symmetric bis(sulfonamide) ligands containing fluorene-chiral (1R,2R)-cyclohexane-1,2-diamine were complexed to RhIII(Cp*) and used as catalyst to reduce aromatic ketones. The corresponding chiral secondary alcohols were obtained in 87-100% ee and 85-99% yield, under asymmetric transfer hydro...

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Detalhes bibliográficos
Autores: CHAVEZ, DANIEL, PARRA HAKE, MIGUEL, AGUIRRE, GERARDO, SOMANATHAN, RATNASAMY, MONTALVO GONZALEZ, RUBEN
Formato: artículo
Estado:Versión publicada
Fecha de publicación:2010
País:México
Recursos:Universidad Autónoma de Nayarit
Repositorio:Repositorio Institucional Aramara de la UAN
Idioma:inglés
OAI Identifier:oai:dspace.uan.mx:123456789/277
Acesso em linha:http://dspace.uan.mx:8080/jspui/handle/123456789/277
Access Level:acceso abierto
Palavra-chave:bis(sulfonamide) ligands
RhIII(Cp*) complexes
asymmetric transfer hydrogenation
BIOLOGÍA Y QUÍMICA [2]
Descrição
Resumo:Two C2-symmetric bis(sulfonamide) ligands containing fluorene-chiral (1R,2R)-cyclohexane-1,2-diamine were complexed to RhIII(Cp*) and used as catalyst to reduce aromatic ketones. The corresponding chiral secondary alcohols were obtained in 87-100% ee and 85-99% yield, under asymmetric transfer hydrogenation (ATH) conditions using aqueous sodium formate as the hydride source. With acetophenone, 94% ee and 86-97% yield was achieved with substrate/catalyst (S/C) ratio of 10,000.