Imidazolium Ion Tethered Tsdpens as Water-Compatible Ligands for Asymmetric Transfer Hydrogenation of Ketones
Master of Science (MS)
Date of Award
In this thesis, an imidazolium ion tethered N-(p-toluenesulfonyl)-1,2- diphenylethylenediamine (TsDPEN) has been synthesized readily and used as a water-soluble ligand for [Cp*RhCl2]2 catalyzed asymmetric transfer hydrogenation (ATH) of aromatic ketones in water. This process provided the secondary alcohols in moderate to excellent conversions (up to 100%) with high enantioselectivities (up to 98% ee) under mild reaction conditions without adding any surfactants. The catalytic system is highly effective with the substrate to catalyst (S/C) ratio of 500 and low hydride donor loading of 1.5 equiv. of HCO2Na. The procedure presented is simple and makes this method suitable for practical use.
Chemistry | Physical Sciences and Mathematics
Kang, Guowei, "Imidazolium Ion Tethered Tsdpens as Water-Compatible Ligands for Asymmetric Transfer Hydrogenation of Ketones" (2015). Electronic Theses & Dissertations. 695.