Issue 14, 2012
From the journal:

Chemical Communications

Synthesis of a [2.2]paracyclophane based planar chiral palladacycle by a highly selective kinetic resolution/C–H activation reaction†

Nathalie Dendele,ab   Fabrice Bisaro,a   Annie-Claude Gaumont,b   Stephane Perriob  and  Christopher J. Richards*a  

* Corresponding authors

a School of Chemistry, University of East Anglia, Norwich, UK
E-mail: Chris.Richards@uea.ac.uk
Fax: +44 (0)1603 592003
Tel: +44 (0)1603 593890

b Laboratoire de Chimie Moléculaire et Thioorganique - UMR CNRS 6507 ENSICAEN, 6 bd du Maréchal Juin, 14050 CAEN, France
E-mail: annie-claude.gaumont@ensicaen.fr
Fax: +33 (0)231 452877
Tel: +33 (0)231 452873

Abstract

Kinetic resolution of racemic 4-N,N-dimethylaminomethyl[2.2]paracyclophane with 50% sodium tetrachloropalladate and (R)-N-acetylphenylalanine under basic conditions resulted in the formation of a (Sp)-planar chiral palladacycle (35%, >99% ee). Similarly use of 100 mol% sodium tetrachloropalladate resulted in higher levels of conversion and recovery of (Sp)-4-N,N-dimethylaminomethyl[2.2]paracyclophane (41%, >97% ee).

Graphical abstract: Synthesis of a [2.2]paracyclophane based planar chiral palladacycle by a highly selective kinetic resolution/C–H activation reaction

About
Cited by
Related
Download options Please wait...

Supplementary files

Article information

DOI
https://doi.org/10.1039/C2CC16864B
Article type
Communication
Submitted
05 Nov 2011
Accepted
25 Nov 2011
First published
29 Nov 2011

Chem. Commun., 2012,48, 1991-1993

Permissions

Request permissions

Synthesis of a [2.2]paracyclophane based planar chiral palladacycle by a highly selective kinetic resolution/C–H activation reaction

N. Dendele, F. Bisaro, A. Gaumont, S. Perrio and C. J. Richards, Chem. Commun., 2012, 48, 1991 DOI: 10.1039/C2CC16864B

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