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...
| Main Authors: | , , , , , |
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| Other Authors: | |
| Format: | Journal Article |
| Language: | English |
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2014
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| Online Access: | https://hdl.handle.net/10356/101747 http://hdl.handle.net/10220/19641 |
| _version_ | 1811690531690905600 |
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| author | Li, Xiukai Wu, Di Lu, Ting Yi, Guangshun Su, Haibin Zhang, Yugen |
| 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 |
| author_sort | Li, Xiukai |
| collection | NTU |
| 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. |
| first_indexed | 2024-10-01T06:05:29Z |
| format | Journal Article |
| id | ntu-10356/101747 |
| institution | Nanyang Technological University |
| language | English |
| last_indexed | 2024-10-01T06:05:29Z |
| publishDate | 2014 |
| record_format | dspace |
| spelling | ntu-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. |
| 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 |
| title | 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_short | 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 |
| topic | DRNTU::Science::Chemistry::Organic chemistry |
| url | https://hdl.handle.net/10356/101747 http://hdl.handle.net/10220/19641 |
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