fulltext.study @t Gmail

Imidazolium ion tethered TsDPENs as efficient water-soluble ligands for rhodium catalyzed asymmetric transfer hydrogenation of aromatic ketones

Paper ID Volume ID Publish Year Pages File Format Full-Text
50655 46806 2014 4 PDF Available
Title
Imidazolium ion tethered TsDPENs as efficient water-soluble ligands for rhodium catalyzed asymmetric transfer hydrogenation of aromatic ketones
Abstract

•Highly effective Rh-catalyzed ATH reaction in water was investigated.•The synthesis of ligands is concise and practical.•High substrate to catalyst (S/C) ratio of 500 is achieved.•Only 1.5 equiv. of hydride source HCO2Na is used.•The reaction condition is mild without addition of any surfactants.

An imidazolium ion tethered 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.

Graphical abstractFigure optionsDownload full-size imageDownload as PowerPoint slide

Keywords
Asymmetric catalysis; Transfer hydrogenation reaction; Ketones; Water; Alcohols
First Page Preview
Imidazolium ion tethered TsDPENs as efficient water-soluble ligands for rhodium catalyzed asymmetric transfer hydrogenation of aromatic ketones
Publisher
Database: Elsevier - ScienceDirect
Journal: Catalysis Communications - Volume 57, 5 December 2014, Pages 111–114
Authors
, , , ,
Subjects
Physical Sciences and Engineering Chemical Engineering Catalysis