Issue 5, 2010
From the journal:

Green Chemistry

Telomerisation of long-chain dienes with alcohols using Pd(IMes)(dvds) catalyst

Laura Torrente-Murciano,a   Alexei Lapkin,*b   David J. Nielsen,c   Ian Fallisc  and  Kingsley J. Cavell*c  

* Corresponding authors

a Department of Chemical Engineering, University of Bath, Bath, UK

b School of Engineering, University of Warwick, Library Road, Coventry, UK
E-mail: A.Lapkin@warwick.ac.uk
Fax: +44 2476151101
Tel: +44 2476151101

c Department of Chemistry, University of Cardiff, Park Place, Cardiff, UK
E-mail: cavellkj@cardiff.ac.uk
Fax: +44 29 20874805
Tel: +44 29 20874805

Abstract

Several homogeneous palladium catalysts based on PPh3 and nucleophilic carbene (NHC) ligands were screened in the telomerisation reaction of 1,3-pentadiene with methanol. A Pd(acac)2-3PPh3 system showed the highest activity; initially, poor activity was observed using the Pd(0)-NHC catalysts. However, when methanol solvent/nucleophile was replaced by longer chain alcohols 1-propanol and 1-butanol, improved activity and selectivity was observed. Similarly, 1,3-hexadiene was telomerised with 1-propanol and 1-butanol with good selectivity using Pd(IMes)(dvds) as the catalyst. Pd(II)-PPh3 systems were ineffective as catalysts for the telomerisation of 1,3-hexadiene.

Graphical abstract: Telomerisation of long-chain dienes with alcohols using Pd(IMes)(dvds) catalyst

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Article information

DOI
https://doi.org/10.1039/B921573E
Article type
Paper
Submitted
16 Oct 2009
Accepted
09 Feb 2010
First published
16 Mar 2010

Green Chem., 2010,12, 866-869

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Telomerisation of long-chain dienes with alcohols using Pd(IMes)(dvds) catalyst

L. Torrente-Murciano, A. Lapkin, D. J. Nielsen, I. Fallis and K. J. Cavell, Green Chem., 2010, 12, 866 DOI: 10.1039/B921573E

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