Unsaturated Fatty Acid Esters Metathesis Catalyzed by Silica Supported WMe5

Nassima Riache; Emmanuel Callens; Karima Talbi; Jean-Marie Basset

doi:10.1016/j.molcata.2015.11.003

Unsaturated Fatty Acid Esters Metathesis Catalyzed by Silica Supported WMe5

Nassima Riache, Emmanuel Callens, Karima Talbi, Jean-Marie Basset

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

2 Scopus citations

Abstract

Metathesis of unsaturated fatty acid esters (FAEs) by silica supported multifunctional W-based catalyst is disclosed. This transformation represents a novel route towards unsaturated di-esters. Especially, the self-metathesis of ethyl undecylenate results almost exclusively on the homo-coupling product whereas with such catalyst, 1-decene gives ISOMET (isomerization and metathesis olefin) products. The olefin metathesis in the presence of esters is very selective without any secondary cross-metathesis products demonstrating that a high selective olefin metathesis could operate at 150 °C. Additionally, a cross-metathesis of unsaturated FAEs and α-olefins allowed the synthesis of the corresponding ester with longer hydrocarbon skeleton without isomerisation.

Original language	English (US)
Pages (from-to)	344-348
Number of pages	5
Journal	Journal of Molecular Catalysis A: Chemical
Volume	411
DOIs	https://doi.org/10.1016/j.molcata.2015.11.003
State	Published - Nov 14 2015

ASJC Scopus subject areas

Catalysis
Physical and Theoretical Chemistry
Process Chemistry and Technology

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10.1016/j.molcata.2015.11.003

https://repository.kaust.edu.sa/bitstream/10754/582471/1/1-s2.0-S1381116915301436-main.pdf

Cite this

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title = "Unsaturated Fatty Acid Esters Metathesis Catalyzed by Silica Supported WMe5",

abstract = "Metathesis of unsaturated fatty acid esters (FAEs) by silica supported multifunctional W-based catalyst is disclosed. This transformation represents a novel route towards unsaturated di-esters. Especially, the self-metathesis of ethyl undecylenate results almost exclusively on the homo-coupling product whereas with such catalyst, 1-decene gives ISOMET (isomerization and metathesis olefin) products. The olefin metathesis in the presence of esters is very selective without any secondary cross-metathesis products demonstrating that a high selective olefin metathesis could operate at 150 °C. Additionally, a cross-metathesis of unsaturated FAEs and α-olefins allowed the synthesis of the corresponding ester with longer hydrocarbon skeleton without isomerisation.",

author = "Nassima Riache and Emmanuel Callens and Karima Talbi and Jean-Marie Basset",

note = "KAUST Repository Item: Exported on 2020-10-01",

year = "2015",

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doi = "10.1016/j.molcata.2015.11.003",

language = "English (US)",

volume = "411",

pages = "344--348",

journal = "Journal of Molecular Catalysis A: Chemical",

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T1 - Unsaturated Fatty Acid Esters Metathesis Catalyzed by Silica Supported WMe5

AU - Riache, Nassima

AU - Callens, Emmanuel

AU - Talbi, Karima

AU - Basset, Jean-Marie

N1 - KAUST Repository Item: Exported on 2020-10-01

PY - 2015/11/14

Y1 - 2015/11/14

N2 - Metathesis of unsaturated fatty acid esters (FAEs) by silica supported multifunctional W-based catalyst is disclosed. This transformation represents a novel route towards unsaturated di-esters. Especially, the self-metathesis of ethyl undecylenate results almost exclusively on the homo-coupling product whereas with such catalyst, 1-decene gives ISOMET (isomerization and metathesis olefin) products. The olefin metathesis in the presence of esters is very selective without any secondary cross-metathesis products demonstrating that a high selective olefin metathesis could operate at 150 °C. Additionally, a cross-metathesis of unsaturated FAEs and α-olefins allowed the synthesis of the corresponding ester with longer hydrocarbon skeleton without isomerisation.

AB - Metathesis of unsaturated fatty acid esters (FAEs) by silica supported multifunctional W-based catalyst is disclosed. This transformation represents a novel route towards unsaturated di-esters. Especially, the self-metathesis of ethyl undecylenate results almost exclusively on the homo-coupling product whereas with such catalyst, 1-decene gives ISOMET (isomerization and metathesis olefin) products. The olefin metathesis in the presence of esters is very selective without any secondary cross-metathesis products demonstrating that a high selective olefin metathesis could operate at 150 °C. Additionally, a cross-metathesis of unsaturated FAEs and α-olefins allowed the synthesis of the corresponding ester with longer hydrocarbon skeleton without isomerisation.

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UR - http://linkinghub.elsevier.com/retrieve/pii/S1381116915301436

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U2 - 10.1016/j.molcata.2015.11.003

DO - 10.1016/j.molcata.2015.11.003

M3 - Article

SN - 1381-1169

VL - 411

SP - 344

EP - 348

JO - Journal of Molecular Catalysis A: Chemical

JF - Journal of Molecular Catalysis A: Chemical

ER -

Unsaturated Fatty Acid Esters Metathesis Catalyzed by Silica Supported WMe5

Abstract

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