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Isosorbide and dimethyl carbonate: a green match

In this review the reactivity of the bio-based platform compounds D-sorbitol and isosorbide with green reagents and solvent dimethyl carbonate (DMC) is reported. Dehydration of D-sorbitol via DMC in the presence of catalytic amounts of base is an efficient and viable process for the preparation of t...

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Detalles Bibliográficos
Autores principales: Aricò, Fabio, Tundo, Pietro
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2016
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5238621/
https://www.ncbi.nlm.nih.gov/pubmed/28144292
http://dx.doi.org/10.3762/bjoc.12.218
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author Aricò, Fabio
Tundo, Pietro
author_facet Aricò, Fabio
Tundo, Pietro
author_sort Aricò, Fabio
collection PubMed
description In this review the reactivity of the bio-based platform compounds D-sorbitol and isosorbide with green reagents and solvent dimethyl carbonate (DMC) is reported. Dehydration of D-sorbitol via DMC in the presence of catalytic amounts of base is an efficient and viable process for the preparation of the industrially relevant anhydro sugar isosorbide. This procedure is “chlorine-free”, one-pot, environmental friendly and high yielding. The reactivity of isosorbide with DMC is equally interesting as it can lead to the formation of dicarboxymethyl isosorbide, a potential monomer for isosorbide-based polycarbonate, and dimethyl isosorbide, a high boiling green solvent. The peculiar reactivity of isosorbide and the non-toxic properties of DMC represent indeed a green match leading to several industrial appealing potential applications.
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spelling pubmed-52386212017-01-31 Isosorbide and dimethyl carbonate: a green match Aricò, Fabio Tundo, Pietro Beilstein J Org Chem Review In this review the reactivity of the bio-based platform compounds D-sorbitol and isosorbide with green reagents and solvent dimethyl carbonate (DMC) is reported. Dehydration of D-sorbitol via DMC in the presence of catalytic amounts of base is an efficient and viable process for the preparation of the industrially relevant anhydro sugar isosorbide. This procedure is “chlorine-free”, one-pot, environmental friendly and high yielding. The reactivity of isosorbide with DMC is equally interesting as it can lead to the formation of dicarboxymethyl isosorbide, a potential monomer for isosorbide-based polycarbonate, and dimethyl isosorbide, a high boiling green solvent. The peculiar reactivity of isosorbide and the non-toxic properties of DMC represent indeed a green match leading to several industrial appealing potential applications. Beilstein-Institut 2016-10-26 /pmc/articles/PMC5238621/ /pubmed/28144292 http://dx.doi.org/10.3762/bjoc.12.218 Text en Copyright © 2016, Aricò and Tundo https://creativecommons.org/licenses/by/4.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/4.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Review
Aricò, Fabio
Tundo, Pietro
Isosorbide and dimethyl carbonate: a green match
title Isosorbide and dimethyl carbonate: a green match
title_full Isosorbide and dimethyl carbonate: a green match
title_fullStr Isosorbide and dimethyl carbonate: a green match
title_full_unstemmed Isosorbide and dimethyl carbonate: a green match
title_short Isosorbide and dimethyl carbonate: a green match
title_sort isosorbide and dimethyl carbonate: a green match
topic Review
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5238621/
https://www.ncbi.nlm.nih.gov/pubmed/28144292
http://dx.doi.org/10.3762/bjoc.12.218
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