Title

Imidazolium Ion Tethered Tsdpens as Water-Compatible Ligands for Asymmetric Transfer Hydrogenation of Ketones

Author

Guowei Kang

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

Share

COinS