Issue 19, 2013
From the journal:

Chemical Communications

N,N-Chelate-control on the regioselectivity in acetate-assisted C–H activation†

Warren B. Cross,a   Eric G. Hope,a   Yi-Hsien Lin,a   Stuart A. Macgregor,b   Kuldip Singh,a   Gregory A. Solan*a  and  Nurhusna Yahyaa  

* Corresponding authors

a Department of Chemistry, University of Leicester, University Road, Leicester LE1 7RH, UK
E-mail: gas8@leicester.ac.uk
Fax: +44-116-252-3789
Tel: +44-116-252-2096

b Institute of Chemical Sciences, Heriot-Watt University, Edinburgh EH14 4AS, UK

Abstract

Bidentate N,N-pyridylimine or N,N-pyridylamine donors are effective chelating ligands for regiospecific C–H activation at the peri-(C8)-position of a naphthyl ring on reaction with palladium(II) acetate; DFT calculations show N,N-chelates bias the cyclopalladation towards 6-membered ring products.

Graphical abstract: N,N-Chelate-control on the regioselectivity in acetate-assisted C–H activation

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Article information

DOI
https://doi.org/10.1039/C3CC38697J
Article type
Communication
Submitted
04 Dec 2012
Accepted
18 Jan 2013
First published
21 Jan 2013

Chem. Commun., 2013,49, 1918-1920

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N,N-Chelate-control on the regioselectivity in acetate-assisted C–H activation

W. B. Cross, E. G. Hope, Y. Lin, S. A. Macgregor, K. Singh, G. A. Solan and N. Yahya, Chem. Commun., 2013, 49, 1918 DOI: 10.1039/C3CC38697J

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