The catalytic isomerization reactions of 2-methyl-3-butenenitrile into 3-pentenenitrile in ionic liquids

Christophe Vallée; Christine Valério; Yves Chauvin; Gerald P. Niccolai; Jean Marie Basset; Catherine C. Santini; Jean Christophe Galland; Blaise Didillon

doi:10.1016/j.molcata.2003.11.031

The catalytic isomerization reactions of 2-methyl-3-butenenitrile into 3-pentenenitrile in ionic liquids

Christophe Vallée, Christine Valério, Yves Chauvin, Gerald P. Niccolai, Jean Marie Basset, Catherine C. Santini^*, Jean Christophe Galland, Blaise Didillon

^*Corresponding author for this work

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

20 Scopus citations

Abstract

The catalytic isomerization reaction of 2-methyl-3-butenenitrile (2M3BN) into 3-pentenenitrile (3PN) has been performed in the presence of Ni(0) and phosphine complexes and in biphasic ionic liquid/organic solvent. Several neutral and ionic phosphines and ionic liquids have been tested, the best results for the reaction of isomerization in conversion, selectivity, and immobilization of the catalyst in the ionic liquid phase have been obtained with the (m-sulfophenyl)-diphenylphosphine sodium salt, [TPPMSNa] as ligand and 1-butyl-2,3-dimethylimidazolium-bis(trifluoromethylsulfonyl)imide [BMMI][TFSI], as the ionic liquid.

Original language	English (US)
Pages (from-to)	71-81
Number of pages	11
Journal	Journal of Molecular Catalysis A: Chemical
Volume	214
Issue number	1
DOIs	https://doi.org/10.1016/j.molcata.2003.11.031
State	Published - May 18 2004
Externally published	Yes

Keywords

Biphasic catalysis
Ionic liquid
Ionic phosphine
Isomerization of 2-methyl-3-butenenitrile

ASJC Scopus subject areas

Catalysis
Process Chemistry and Technology
Physical and Theoretical Chemistry

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10.1016/j.molcata.2003.11.031

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title = "The catalytic isomerization reactions of 2-methyl-3-butenenitrile into 3-pentenenitrile in ionic liquids",

abstract = "The catalytic isomerization reaction of 2-methyl-3-butenenitrile (2M3BN) into 3-pentenenitrile (3PN) has been performed in the presence of Ni(0) and phosphine complexes and in biphasic ionic liquid/organic solvent. Several neutral and ionic phosphines and ionic liquids have been tested, the best results for the reaction of isomerization in conversion, selectivity, and immobilization of the catalyst in the ionic liquid phase have been obtained with the (m-sulfophenyl)-diphenylphosphine sodium salt, [TPPMSNa] as ligand and 1-butyl-2,3-dimethylimidazolium-bis(trifluoromethylsulfonyl)imide [BMMI][TFSI], as the ionic liquid.",

keywords = "Biphasic catalysis, Ionic liquid, Ionic phosphine, Isomerization of 2-methyl-3-butenenitrile",

author = "Christophe Vall{\'e}e and Christine Val{\'e}rio and Yves Chauvin and Niccolai, {Gerald P.} and Basset, {Jean Marie} and Santini, {Catherine C.} and Galland, {Jean Christophe} and Blaise Didillon",

year = "2004",

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doi = "10.1016/j.molcata.2003.11.031",

language = "English (US)",

volume = "214",

pages = "71--81",

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T1 - The catalytic isomerization reactions of 2-methyl-3-butenenitrile into 3-pentenenitrile in ionic liquids

AU - Vallée, Christophe

AU - Valério, Christine

AU - Chauvin, Yves

AU - Niccolai, Gerald P.

AU - Basset, Jean Marie

AU - Santini, Catherine C.

AU - Galland, Jean Christophe

AU - Didillon, Blaise

PY - 2004/5/18

Y1 - 2004/5/18

N2 - The catalytic isomerization reaction of 2-methyl-3-butenenitrile (2M3BN) into 3-pentenenitrile (3PN) has been performed in the presence of Ni(0) and phosphine complexes and in biphasic ionic liquid/organic solvent. Several neutral and ionic phosphines and ionic liquids have been tested, the best results for the reaction of isomerization in conversion, selectivity, and immobilization of the catalyst in the ionic liquid phase have been obtained with the (m-sulfophenyl)-diphenylphosphine sodium salt, [TPPMSNa] as ligand and 1-butyl-2,3-dimethylimidazolium-bis(trifluoromethylsulfonyl)imide [BMMI][TFSI], as the ionic liquid.

AB - The catalytic isomerization reaction of 2-methyl-3-butenenitrile (2M3BN) into 3-pentenenitrile (3PN) has been performed in the presence of Ni(0) and phosphine complexes and in biphasic ionic liquid/organic solvent. Several neutral and ionic phosphines and ionic liquids have been tested, the best results for the reaction of isomerization in conversion, selectivity, and immobilization of the catalyst in the ionic liquid phase have been obtained with the (m-sulfophenyl)-diphenylphosphine sodium salt, [TPPMSNa] as ligand and 1-butyl-2,3-dimethylimidazolium-bis(trifluoromethylsulfonyl)imide [BMMI][TFSI], as the ionic liquid.

KW - Biphasic catalysis

KW - Ionic liquid

KW - Ionic phosphine

KW - Isomerization of 2-methyl-3-butenenitrile

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U2 - 10.1016/j.molcata.2003.11.031

DO - 10.1016/j.molcata.2003.11.031

M3 - Article

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SN - 1381-1169

VL - 214

SP - 71

EP - 81

JO - Journal of Molecular Catalysis A: Chemical

JF - Journal of Molecular Catalysis A: Chemical

IS - 1

ER -

The catalytic isomerization reactions of 2-methyl-3-butenenitrile into 3-pentenenitrile in ionic liquids

Abstract

Keywords

ASJC Scopus subject areas

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