Imidazolium Ion Tethered Tsdpens as Water-Compatible Ligands for Asymmetric Transfer Hydrogenation of Ketones
Document Type
Thesis
Degree Name
Master of Science (MS)
Department
Chemistry
Date of Award
Summer 2015
Abstract
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.
Advisor
Bukuo Ni
Subject Categories
Chemistry | Physical Sciences and Mathematics
Recommended Citation
Kang, Guowei, "Imidazolium Ion Tethered Tsdpens as Water-Compatible Ligands for Asymmetric Transfer Hydrogenation of Ketones" (2015). Electronic Theses & Dissertations. 695.
https://digitalcommons.tamuc.edu/etd/695
