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The Interplay between Kinetics and Thermodynamics in Furan Diels–Alder Chemistry for Sustainable Chemicals Production

Biomass‐derived furanic platform molecules have emerged as promising building blocks for renewable chemicals and functional materials. To this aim, the Diels–Alder (DA) cycloaddition stands out as a versatile strategy to convert these renewable resources in highly atom‐efficient ways. Despite nearly...

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Detalles Bibliográficos
Autores principales: Cioc, Răzvan C., Crockatt, Marc, van der Waal, Jan C., Bruijnincx, Pieter C. A.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9304315/
https://www.ncbi.nlm.nih.gov/pubmed/35014138
http://dx.doi.org/10.1002/anie.202114720
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author Cioc, Răzvan C.
Crockatt, Marc
van der Waal, Jan C.
Bruijnincx, Pieter C. A.
author_facet Cioc, Răzvan C.
Crockatt, Marc
van der Waal, Jan C.
Bruijnincx, Pieter C. A.
author_sort Cioc, Răzvan C.
collection PubMed
description Biomass‐derived furanic platform molecules have emerged as promising building blocks for renewable chemicals and functional materials. To this aim, the Diels–Alder (DA) cycloaddition stands out as a versatile strategy to convert these renewable resources in highly atom‐efficient ways. Despite nearly a century worth of examples of furan DA chemistry, clear structure–reactivity–stability relationships are still to be established. Detailed understanding of the intricate interplay between kinetics and thermodynamics in these very particular [4+2] cycloadditions is essential to push further development and truly expand the scope beyond the ubiquitous addend combinations of electron‐rich furans and electron‐deficient olefins. Herein, we provide pertinent examples of DA chemistry, taken from various fields, to highlight trends, establish correlations and answer open questions in the field with the aim to support future efforts in the sustainable chemicals and materials production.
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spelling pubmed-93043152022-07-28 The Interplay between Kinetics and Thermodynamics in Furan Diels–Alder Chemistry for Sustainable Chemicals Production Cioc, Răzvan C. Crockatt, Marc van der Waal, Jan C. Bruijnincx, Pieter C. A. Angew Chem Int Ed Engl Reviews Biomass‐derived furanic platform molecules have emerged as promising building blocks for renewable chemicals and functional materials. To this aim, the Diels–Alder (DA) cycloaddition stands out as a versatile strategy to convert these renewable resources in highly atom‐efficient ways. Despite nearly a century worth of examples of furan DA chemistry, clear structure–reactivity–stability relationships are still to be established. Detailed understanding of the intricate interplay between kinetics and thermodynamics in these very particular [4+2] cycloadditions is essential to push further development and truly expand the scope beyond the ubiquitous addend combinations of electron‐rich furans and electron‐deficient olefins. Herein, we provide pertinent examples of DA chemistry, taken from various fields, to highlight trends, establish correlations and answer open questions in the field with the aim to support future efforts in the sustainable chemicals and materials production. John Wiley and Sons Inc. 2022-02-10 2022-04-19 /pmc/articles/PMC9304315/ /pubmed/35014138 http://dx.doi.org/10.1002/anie.202114720 Text en © 2022 The Authors. Angewandte Chemie International Edition published by Wiley-VCH GmbH https://creativecommons.org/licenses/by-nc/4.0/This is an open access article under the terms of the http://creativecommons.org/licenses/by-nc/4.0/ (https://creativecommons.org/licenses/by-nc/4.0/) License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited and is not used for commercial purposes.
spellingShingle Reviews
Cioc, Răzvan C.
Crockatt, Marc
van der Waal, Jan C.
Bruijnincx, Pieter C. A.
The Interplay between Kinetics and Thermodynamics in Furan Diels–Alder Chemistry for Sustainable Chemicals Production
title The Interplay between Kinetics and Thermodynamics in Furan Diels–Alder Chemistry for Sustainable Chemicals Production
title_full The Interplay between Kinetics and Thermodynamics in Furan Diels–Alder Chemistry for Sustainable Chemicals Production
title_fullStr The Interplay between Kinetics and Thermodynamics in Furan Diels–Alder Chemistry for Sustainable Chemicals Production
title_full_unstemmed The Interplay between Kinetics and Thermodynamics in Furan Diels–Alder Chemistry for Sustainable Chemicals Production
title_short The Interplay between Kinetics and Thermodynamics in Furan Diels–Alder Chemistry for Sustainable Chemicals Production
title_sort interplay between kinetics and thermodynamics in furan diels–alder chemistry for sustainable chemicals production
topic Reviews
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9304315/
https://www.ncbi.nlm.nih.gov/pubmed/35014138
http://dx.doi.org/10.1002/anie.202114720
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