Asymmetric Transfer Hydrogenation of Arylketones Catalyzed by Enantiopure Ruthenium(II)/Pybox Complexes Containing Achiral Phosphonite and Phosphinite Ligands

A family of complexes of the formula trans-[RuCl(2)(L)(R-pybox)] (R-pybox = (S,S)-(i)Pr-pybox, (R,R)-Ph-pybox, L = monodentate phosphonite, PPh(OR)(2), and phosphinite, L = PPh(2)(OR), ligands) were screened in the catalytic asymmetric transfer hydrogenation of acetophenone, observing a strong influ...

Descripción completa

Detalles Bibliográficos
Autores principales: Claros, Miguel, de Julián, Eire, Díez, Josefina, Lastra, Elena, Gamasa, M. Pilar
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2020
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7070392/
https://www.ncbi.nlm.nih.gov/pubmed/32102166
http://dx.doi.org/10.3390/molecules25040990
Descripción
Sumario:A family of complexes of the formula trans-[RuCl(2)(L)(R-pybox)] (R-pybox = (S,S)-(i)Pr-pybox, (R,R)-Ph-pybox, L = monodentate phosphonite, PPh(OR)(2), and phosphinite, L = PPh(2)(OR), ligands) were screened in the catalytic asymmetric transfer hydrogenation of acetophenone, observing a strong influence of the nature of both the R-pybox substituents and the L ligand in the process. The best results were obtained with complex trans-[RuCl(2){PPh(2)(OEt)}{(R,R)-Ph-pybox}] (2c), which provided high conversion and enantioselectivity (up to 96% enantiomeric excess, e.e.) for the reduction of a variety of aromatic ketones, affording the (S)-benzylalcohols.

Ejemplares similares