Highly efficient chemical process to convert mucic acid into adipic acid and DFT studies of the mechanism of the rhenium-catalyzed deoxydehydration

The production of bulk chemicals and fuels from renewable bio-based feedstocks is of significant importance for the sustainability of human society. Adipic acid, as one of the most-demanded drop-in chemicals from a bioresource, is used primarily for the large-volume production of nylon-6,6 polyamide...

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Main Authors: Li, Xiukai, Wu, Di, Lu, Ting, Yi, Guangshun, Su, Haibin, Zhang, Yugen
Other Authors: School of Materials Science & Engineering
Format: Article
Language:English
Published: 2014
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Online Access:https://hdl.handle.net/10356/101747
http://hdl.handle.net/10220/19641
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Institution: Nanyang Technological University
Language: English
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spelling sg-ntu-dr.10356-1017472020-06-01T10:13:42Z Highly efficient chemical process to convert mucic acid into adipic acid and DFT studies of the mechanism of the rhenium-catalyzed deoxydehydration Li, Xiukai Wu, Di Lu, Ting Yi, Guangshun Su, Haibin Zhang, Yugen School of Materials Science & Engineering DRNTU::Science::Chemistry::Organic chemistry The production of bulk chemicals and fuels from renewable bio-based feedstocks is of significant importance for the sustainability of human society. Adipic acid, as one of the most-demanded drop-in chemicals from a bioresource, is used primarily for the large-volume production of nylon-6,6 polyamide. It is highly desirable to develop sustainable and environmentally friendly processes for the production of adipic acid from renewable feedstocks. However, currently there is no suitable bio-adipic acid synthesis process. Demonstrated herein is the highly efficient synthetic protocol for the conversion of mucic acid into adipic acid through the oxorhenium-complex-catalyzed deoxydehydration (DODH) reaction and subsequent Pt/C-catalyzed transfer hydrogenation. Quantitative yields (99 %) were achieved for the conversion of mucic acid into muconic acid and adipic acid either in separate sequences or in a one-step process. ASTAR (Agency for Sci., Tech. and Research, S’pore) 2014-06-10T08:38:34Z 2019-12-06T20:43:52Z 2014-06-10T08:38:34Z 2019-12-06T20:43:52Z 2014 2014 Journal Article Li, X., Wu, D., Lu, T., Yi, G., Su, H., & Zhang, Y. (2014). Highly Efficient Chemical Process To Convert Mucic Acid into Adipic Acid and DFT Studies of the Mechanism of the Rhenium-Catalyzed Deoxydehydration. Angewandte Chemie, 126(16), 4284-4288. 0044-8249 https://hdl.handle.net/10356/101747 http://hdl.handle.net/10220/19641 10.1002/ange.201310991 en Angewandte chemie © 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
institution Nanyang Technological University
building NTU Library
country Singapore
collection DR-NTU
language English
topic DRNTU::Science::Chemistry::Organic chemistry
spellingShingle DRNTU::Science::Chemistry::Organic chemistry
Li, Xiukai
Wu, Di
Lu, Ting
Yi, Guangshun
Su, Haibin
Zhang, Yugen
Highly efficient chemical process to convert mucic acid into adipic acid and DFT studies of the mechanism of the rhenium-catalyzed deoxydehydration
description The production of bulk chemicals and fuels from renewable bio-based feedstocks is of significant importance for the sustainability of human society. Adipic acid, as one of the most-demanded drop-in chemicals from a bioresource, is used primarily for the large-volume production of nylon-6,6 polyamide. It is highly desirable to develop sustainable and environmentally friendly processes for the production of adipic acid from renewable feedstocks. However, currently there is no suitable bio-adipic acid synthesis process. Demonstrated herein is the highly efficient synthetic protocol for the conversion of mucic acid into adipic acid through the oxorhenium-complex-catalyzed deoxydehydration (DODH) reaction and subsequent Pt/C-catalyzed transfer hydrogenation. Quantitative yields (99 %) were achieved for the conversion of mucic acid into muconic acid and adipic acid either in separate sequences or in a one-step process.
author2 School of Materials Science & Engineering
author_facet School of Materials Science & Engineering
Li, Xiukai
Wu, Di
Lu, Ting
Yi, Guangshun
Su, Haibin
Zhang, Yugen
format Article
author Li, Xiukai
Wu, Di
Lu, Ting
Yi, Guangshun
Su, Haibin
Zhang, Yugen
author_sort Li, Xiukai
title Highly efficient chemical process to convert mucic acid into adipic acid and DFT studies of the mechanism of the rhenium-catalyzed deoxydehydration
title_short Highly efficient chemical process to convert mucic acid into adipic acid and DFT studies of the mechanism of the rhenium-catalyzed deoxydehydration
title_full Highly efficient chemical process to convert mucic acid into adipic acid and DFT studies of the mechanism of the rhenium-catalyzed deoxydehydration
title_fullStr Highly efficient chemical process to convert mucic acid into adipic acid and DFT studies of the mechanism of the rhenium-catalyzed deoxydehydration
title_full_unstemmed Highly efficient chemical process to convert mucic acid into adipic acid and DFT studies of the mechanism of the rhenium-catalyzed deoxydehydration
title_sort highly efficient chemical process to convert mucic acid into adipic acid and dft studies of the mechanism of the rhenium-catalyzed deoxydehydration
publishDate 2014
url https://hdl.handle.net/10356/101747
http://hdl.handle.net/10220/19641
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