Tandem isomerization/telomerization of long chain dienes.

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Authors
Torrente-Murciano, Laura
Nielsen, David J
Cavell, Kingsley J
  Lapkin, Alexei
Publication Date
2014
Journal Title
Front Chem
ISSN
2296-2646
Publisher
Frontiers Media SA
Volume
2
Language
English
Type
Article
Metadata
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Citation
Torrente-Murciano, L., Nielsen, D. J., Cavell, K. J., & Lapkin, A. (2014). Tandem isomerization/telomerization of long chain dienes.. Front Chem, 2 https://doi.org/10.3389/fchem.2014.00037
Abstract
The first example of a tandem reaction involving double-bond migration in combination with telomerization is reported. Homogeneous and heterogeneous Ru catalysts were employed as isomerization catalysts, and telomerization was realized using a homogeneous Pd(0) precursor complex with a N-heterocyclic carbene (IMes) ligand. Overall conversions approaching 60% were achieved with the best selectivity to telomerization products of 91% attained at 11% conversion. Conversion was markedly higher in the presence of longer-chain alcohol (1-butanol) as the nucleophile (telogen).
Keywords
tandem reaction, transition metals, carbenes, C-C coupling reactions, isomerization, telomerization
Sponsorship
Financial support from Engineering and Physical Sciences Research Council (EPSRC, UK) via grant GR/S86112/01 is gratefully acknowledged.
Identifiers
External DOI: https://doi.org/10.3389/fchem.2014.00037
This record's URL: https://www.repository.cam.ac.uk/handle/1810/245399
Rights
Attribution 2.0 UK: England & Wales
Licence URL: http://creativecommons.org/licenses/by/2.0/uk/
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Attribution 2.0 UK: England & Wales
Except where otherwise noted, this item's licence is described as Attribution 2.0 UK: England & Wales