688005-72-3Relevant articles and documents
(Salen)ruthenium-catalyzed desymmetrization of meso-Diols (2). Apical ligand effect on enantioselectivity
Shimizu, Hideki,Katsuki, Tsutomu
, p. 480 - 481 (2003)
Enantiotopos-selectivity of aerobic oxidation of meso-diols using chiral (nitrosyl)Ru(salen) complexes as catalyst was found to be dependent on the nature of their apical ligand. The oxidation with complex 5 possessing an apical hydroxo ligand as the cata
Ruthenium(salen)-catalyzed aerobic oxidative desymmetrizatin of meso-diols and its kinetics
Shimizu, Hideki,Onitsuka, Satoaki,Egami, Hiromichi,Katsuki, Tsutomu
, p. 5396 - 5413 (2007/10/03)
Chiral (nitrosyl)ruthenium(salen) complexes were found to be efficient catalysts for aerobic oxidative desymmetrization of meso-diols under photoirradiation to give optically active tactols. The scope of the applicability of this reaction ranges widely from acyclic diols to mono-cyclic diols, although fine ligand-tuning of the ruthenium(salen) complexes was required to attain high enantioselectivity (up to 93% ee). In particular, the nature of the apical ligand was found to affect not only enantioselectivity but also kinetics of the desymmetrization reaction. Spectroscopic analysis of the oxidation disclosed that irradiation of visible light is indispensable not only for dissociation of the nitrosyl ligand but also for single electron transfer from the alcohol-bound ruthenium ion to dioxygen.