Tandem isomerization/telomerization of long chain dienes

Laura Torrente-Murciano; David J. Nielsen; Kingsley J. Cavell; Alexei A. Lapkin

doi:10.3389/fchem.2014.00037

Tandem isomerization/telomerization of long chain dienes

Laura Torrente-Murciano
, David J. Nielsen
, Kingsley J. Cavell
, Alexei A. Lapkin

Cardiff University

Research output: Contribution to journal › Article › peer-review

5 Citations (SciVal)

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).

Original language	English
Article number	37
Journal	Frontiers in Chemistry
Volume	2
Issue number	JUN
DOIs	https://doi.org/10.3389/fchem.2014.00037
Publication status	Published - 2014

Keywords

C-C coupling reactions
Carbenes
Isomerization
Tandem reaction
Telomerization
Transition metals

ASJC Scopus subject areas

General Chemistry

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10.3389/fchem.2014.00037Licence: CC BY

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title = "Tandem isomerization/telomerization of long chain dienes",

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 = "C-C coupling reactions, Carbenes, Isomerization, Tandem reaction, Telomerization, Transition metals",

author = "Laura Torrente-Murciano and Nielsen, \{David J.\} and Cavell, \{Kingsley J.\} and Lapkin, \{Alexei A.\}",

year = "2014",

doi = "10.3389/fchem.2014.00037",

language = "English",

volume = "2",

journal = "Frontiers in Chemistry",

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T1 - Tandem isomerization/telomerization of long chain dienes

AU - Torrente-Murciano, Laura

AU - Nielsen, David J.

AU - Cavell, Kingsley J.

AU - Lapkin, Alexei A.

PY - 2014

Y1 - 2014

N2 - 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).

AB - 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).

KW - C-C coupling reactions

KW - Carbenes

KW - Isomerization

KW - Tandem reaction

KW - Telomerization

KW - Transition metals

UR - https://www.scopus.com/pages/publications/84987619038

UR - http://dx.doi.org/10.3389/fchem.2014.00037

UR - http://ShowEdit http://dx.doi.org/10.3389/fchem.2014.00037

U2 - 10.3389/fchem.2014.00037

DO - 10.3389/fchem.2014.00037

M3 - Article

AN - SCOPUS:84987619038

SN - 2296-2646

VL - 2

JO - Frontiers in Chemistry

JF - Frontiers in Chemistry

IS - JUN

M1 - 37

ER -

Tandem isomerization/telomerization of long chain dienes

Abstract

Keywords

ASJC Scopus subject areas

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