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...

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Main Authors: Jérémy Ternel, Adrien Lopes, Mathieu Sauthier, Clothilde Buffe, Vincent Wiatz, Hervé Bricout, Sébastien Tilloy, Eric Monflier
Format: Article
Language:English
Published: MDPI AG 2021-12-01
Series:Molecules
Subjects:
Online Access:https://www.mdpi.com/1420-3049/26/23/7322
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author Jérémy Ternel
Adrien Lopes
Mathieu Sauthier
Clothilde Buffe
Vincent Wiatz
Hervé Bricout
Sébastien Tilloy
Eric Monflier
author_facet Jérémy Ternel
Adrien Lopes
Mathieu Sauthier
Clothilde Buffe
Vincent Wiatz
Hervé Bricout
Sébastien Tilloy
Eric Monflier
author_sort Jérémy Ternel
collection DOAJ
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%.
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spelling doaj.art-651414ac53344e8cadd50c33dcc189942023-11-23T02:50:45ZengMDPI AGMolecules1420-30492021-12-012623732210.3390/molecules26237322Reductive Hydroformylation of Isosorbide Diallyl EtherJérémy Ternel0Adrien Lopes1Mathieu Sauthier2Clothilde Buffe3Vincent Wiatz4Hervé Bricout5Sébastien Tilloy6Eric Monflier7University of Artois, CNRS, Centrale Lille, University of Lille, UMR 8181–UCCS–Unité de Catalyse et Chimie du Solide, F-62300 Lens, FranceUniversity of Artois, CNRS, Centrale Lille, University of Lille, UMR 8181–UCCS–Unité de Catalyse et Chimie du Solide, F-62300 Lens, FranceUniversity of Lille, CNRS, Centrale Lille, ENSCL, University of Artois, UMR 8181, Unité de Catalyse et Chimie du Solide, F-59000 Lille, FranceRoquette Frères, 1 Rue de la Haute Loge, F-62136 Lestrem, FranceRoquette Frères, 1 Rue de la Haute Loge, F-62136 Lestrem, FranceUniversity of Artois, CNRS, Centrale Lille, University of Lille, UMR 8181–UCCS–Unité de Catalyse et Chimie du Solide, F-62300 Lens, FranceUniversity of Artois, CNRS, Centrale Lille, University of Lille, UMR 8181–UCCS–Unité de Catalyse et Chimie du Solide, F-62300 Lens, FranceUniversity of Artois, CNRS, Centrale Lille, University of Lille, UMR 8181–UCCS–Unité de Catalyse et Chimie du Solide, F-62300 Lens, FranceIsosorbide 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%.https://www.mdpi.com/1420-3049/26/23/7322catalysishydroformylationhydrogenationrhodiumtandem reaction
spellingShingle Jérémy Ternel
Adrien Lopes
Mathieu Sauthier
Clothilde Buffe
Vincent Wiatz
Hervé Bricout
Sébastien Tilloy
Eric Monflier
Reductive Hydroformylation of Isosorbide Diallyl Ether
Molecules
catalysis
hydroformylation
hydrogenation
rhodium
tandem reaction
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 catalysis
hydroformylation
hydrogenation
rhodium
tandem reaction
url https://www.mdpi.com/1420-3049/26/23/7322
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