Tandem isomerization/telomerization of long chain dienes

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-heterocycli...

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Autores principales: Torrente-Murciano, Laura, Nielsen, David J., Cavell, Kingsley J., Lapkin, Alexei A.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Frontiers Media S.A. 2014
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4056283/
https://www.ncbi.nlm.nih.gov/pubmed/24982855
http://dx.doi.org/10.3389/fchem.2014.00037
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author Torrente-Murciano, Laura
Nielsen, David J.
Cavell, Kingsley J.
Lapkin, Alexei A.
author_facet Torrente-Murciano, Laura
Nielsen, David J.
Cavell, Kingsley J.
Lapkin, Alexei A.
author_sort Torrente-Murciano, Laura
collection PubMed
description 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).
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spelling pubmed-40562832014-06-30 Tandem isomerization/telomerization of long chain dienes Torrente-Murciano, Laura Nielsen, David J. Cavell, Kingsley J. Lapkin, Alexei A. Front Chem Chemistry 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). Frontiers Media S.A. 2014-06-13 /pmc/articles/PMC4056283/ /pubmed/24982855 http://dx.doi.org/10.3389/fchem.2014.00037 Text en Copyright © 2014 Torrente-Murciano, Nielsen, Cavell and Lapkin. http://creativecommons.org/licenses/by/3.0/ This is an open-access article distributed under the terms of the Creative Commons Attribution License (CC BY). The use, distribution or reproduction in other forums is permitted, provided the original author(s) or licensor are credited and that the original publication in this journal is cited, in accordance with accepted academic practice. No use, distribution or reproduction is permitted which does not comply with these terms.
spellingShingle Chemistry
Torrente-Murciano, Laura
Nielsen, David J.
Cavell, Kingsley J.
Lapkin, Alexei A.
Tandem isomerization/telomerization of long chain dienes
title Tandem isomerization/telomerization of long chain dienes
title_full Tandem isomerization/telomerization of long chain dienes
title_fullStr Tandem isomerization/telomerization of long chain dienes
title_full_unstemmed Tandem isomerization/telomerization of long chain dienes
title_short Tandem isomerization/telomerization of long chain dienes
title_sort tandem isomerization/telomerization of long chain dienes
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4056283/
https://www.ncbi.nlm.nih.gov/pubmed/24982855
http://dx.doi.org/10.3389/fchem.2014.00037
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