Issue 31, 2012
From the journal:

Dalton Transactions

Phosphine–phosphite ligands: chelate ring size vs. activity and enantioselectivity relationships in asymmetric hydrogenation

Gergely Farkas,a   Szabolcs Balogh,a   József Madarász,a   Áron Szöllősy,b   Ferenc Darvas,c   László Ürge,c   Maryse Gouygoude  and  József Bakos*a  

* Corresponding authors

a Department of Organic Chemistry, University of Pannonia, H-8200 Veszprém, Egyetem u. 10, Hungary
E-mail: bakos@almos.vein.hu
Fax: +36886244469
Tel: +3688624544

b Department of General and Analytical Chemistry, Budapest University of Technology and Economics, H-1111 Budapest, Szent Gellért tér 4, Hungary

c ThalesNano Nanotechnology Inc., 1031 Budapest, Záhony u. 7, Graphisoft Park, Hungary

d CNRS, LCC (Laboratoire de Chimie de Coordination), 205 route de Narbonne, F-31077 Toulouse Cedex 4, BP 44099, France

e Université de Toulouse, UPS, INPT, F-31077 Toulouse Cedex 4, France

Abstract

A series of new phosphine–phosphite ligands P(C)nOP (n = 1–4) have been synthesized and used for rhodium-catalyzed asymmetric hydrogenation of prochiral olefins in order to study the effect of the chelate ring size. Excellent ees (up to 97.5%) were obtained in the hydrogenation of dimethyl itaconate and an increase of activity and enantioselectivity was observed in the hydrogenation of (Z)-α-acetamidocinnamic acid methyl ester with the increasing length of the backbone of the ligands.

Graphical abstract: Phosphine–phosphite ligands: chelate ring size vs. activity and enantioselectivity relationships in asymmetric hydrogenation

About
Cited by
Related
Download options Please wait...

Article information

DOI
https://doi.org/10.1039/C2DT30386H
Article type
Paper
Submitted
17 Feb 2012
Accepted
15 Jun 2012
First published
04 Jul 2012

Dalton Trans., 2012,41, 9493-9502

Permissions

Request permissions

Phosphine–phosphite ligands: chelate ring size vs. activity and enantioselectivity relationships in asymmetric hydrogenation

G. Farkas, S. Balogh, J. Madarász, Á. Szöllősy, F. Darvas, L. Ürge, M. Gouygou and J. Bakos, Dalton Trans., 2012, 41, 9493 DOI: 10.1039/C2DT30386H

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements