Cargando…

Reductive Hydroformylation of Isosorbide Diallyl Ether

Isosorbide and its functionalized derivatives have numerous applications as bio-sourced building blocks. In this context, the synthesis of diols from isosorbide diallyl ether by hydrohydroxymethylation reaction is of extreme interest. This hydrohydroxymethylation, which consists of carbon-carbon dou...

Descripción completa

Detalles Bibliográficos
Autores principales: Ternel, Jérémy, Lopes, Adrien, Sauthier, Mathieu, Buffe, Clothilde, Wiatz, Vincent, Bricout, Hervé, Tilloy, Sébastien, Monflier, Eric
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8658770/
https://www.ncbi.nlm.nih.gov/pubmed/34885903
http://dx.doi.org/10.3390/molecules26237322
_version_ 1784612805590122496
author Ternel, Jérémy
Lopes, Adrien
Sauthier, Mathieu
Buffe, Clothilde
Wiatz, Vincent
Bricout, Hervé
Tilloy, Sébastien
Monflier, Eric
author_facet Ternel, Jérémy
Lopes, Adrien
Sauthier, Mathieu
Buffe, Clothilde
Wiatz, Vincent
Bricout, Hervé
Tilloy, Sébastien
Monflier, Eric
author_sort Ternel, Jérémy
collection PubMed
description Isosorbide and its functionalized derivatives have numerous applications as bio-sourced building blocks. In this context, the synthesis of diols from isosorbide diallyl ether by hydrohydroxymethylation reaction is of extreme interest. This hydrohydroxymethylation, which consists of carbon-carbon double bonds converting into primary alcohol functions, can be obtained by a hydroformylation reaction followed by a hydrogenation reaction. In this study, reductive hydroformylation was achieved using isosorbide diallyl ether as a substrate in a rhodium/amine catalytic system. The highest yield in bis-primary alcohols obtained was equal to 79%.
format Online
Article
Text
id pubmed-8658770
institution National Center for Biotechnology Information
language English
publishDate 2021
publisher MDPI
record_format MEDLINE/PubMed
spelling pubmed-86587702021-12-10 Reductive Hydroformylation of Isosorbide Diallyl Ether Ternel, Jérémy Lopes, Adrien Sauthier, Mathieu Buffe, Clothilde Wiatz, Vincent Bricout, Hervé Tilloy, Sébastien Monflier, Eric Molecules Article Isosorbide and its functionalized derivatives have numerous applications as bio-sourced building blocks. In this context, the synthesis of diols from isosorbide diallyl ether by hydrohydroxymethylation reaction is of extreme interest. This hydrohydroxymethylation, which consists of carbon-carbon double bonds converting into primary alcohol functions, can be obtained by a hydroformylation reaction followed by a hydrogenation reaction. In this study, reductive hydroformylation was achieved using isosorbide diallyl ether as a substrate in a rhodium/amine catalytic system. The highest yield in bis-primary alcohols obtained was equal to 79%. MDPI 2021-12-02 /pmc/articles/PMC8658770/ /pubmed/34885903 http://dx.doi.org/10.3390/molecules26237322 Text en © 2021 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Ternel, Jérémy
Lopes, Adrien
Sauthier, Mathieu
Buffe, Clothilde
Wiatz, Vincent
Bricout, Hervé
Tilloy, Sébastien
Monflier, Eric
Reductive Hydroformylation of Isosorbide Diallyl Ether
title Reductive Hydroformylation of Isosorbide Diallyl Ether
title_full Reductive Hydroformylation of Isosorbide Diallyl Ether
title_fullStr Reductive Hydroformylation of Isosorbide Diallyl Ether
title_full_unstemmed Reductive Hydroformylation of Isosorbide Diallyl Ether
title_short Reductive Hydroformylation of Isosorbide Diallyl Ether
title_sort reductive hydroformylation of isosorbide diallyl ether
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8658770/
https://www.ncbi.nlm.nih.gov/pubmed/34885903
http://dx.doi.org/10.3390/molecules26237322
work_keys_str_mv AT terneljeremy reductivehydroformylationofisosorbidediallylether
AT lopesadrien reductivehydroformylationofisosorbidediallylether
AT sauthiermathieu reductivehydroformylationofisosorbidediallylether
AT buffeclothilde reductivehydroformylationofisosorbidediallylether
AT wiatzvincent reductivehydroformylationofisosorbidediallylether
AT bricoutherve reductivehydroformylationofisosorbidediallylether
AT tilloysebastien reductivehydroformylationofisosorbidediallylether
AT monfliereric reductivehydroformylationofisosorbidediallylether