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Production of Adipic Acid Derivatives from d-Glucaric Acid by Hydrodeoxygenation Mediated with Hydroiodic Acid
Glucose and its derivatives are valuable and sustainable carbon sources that can be converted into varieties of value-added chemicals. In this study, d -glucaric acid was selectively converted to 3-iodoadipic acid (3-IAA) by hydrodeoxygenation in HI-Rh/C-H 2 system. During this process, HI was a red...
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| Published in: | Catalysis letters 2021-02, Vol.151 (2), p.338-343 |
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| Main Authors: | , , , , , , , |
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| cites | cdi_FETCH-LOGICAL-c429t-223ef6ef51d83f2e14f983c299cef7c005613e9328926155f11e677a47b92fc63 |
| container_end_page | 343 |
| container_issue | 2 |
| container_start_page | 338 |
| container_title | Catalysis letters |
| container_volume | 151 |
| creator | Shi, Hexian Zhang, Linfeng Wu, Yudong Yu, Rui Peng, Yang Wang, Yantao Li, Teng Yang, Weiran |
| description | Glucose and its derivatives are valuable and sustainable carbon sources that can be converted into varieties of value-added chemicals. In this study,
d
-glucaric acid was selectively converted to 3-iodoadipic acid (3-IAA) by hydrodeoxygenation in HI-Rh/C-H
2
system. During this process, HI was a reducing reagent, which can be regenerated in situ by metal catalyzed hydrogenation. The reaction pathway was proposed based on the intermediates identification. Under the optimal conditions, 67.2% yield of 3-IAA was obtained at 130 ℃ for 4 h. As a platform molecule, 3-IAA can be further converted to varieties of building block efficiently, such as adipic acid (AA) and 3-hydroxyadipic acid (3-HAA).
Graphic Abstract |
| doi_str_mv | 10.1007/s10562-020-03312-x |
| format | article |
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d
-glucaric acid was selectively converted to 3-iodoadipic acid (3-IAA) by hydrodeoxygenation in HI-Rh/C-H
2
system. During this process, HI was a reducing reagent, which can be regenerated in situ by metal catalyzed hydrogenation. The reaction pathway was proposed based on the intermediates identification. Under the optimal conditions, 67.2% yield of 3-IAA was obtained at 130 ℃ for 4 h. As a platform molecule, 3-IAA can be further converted to varieties of building block efficiently, such as adipic acid (AA) and 3-hydroxyadipic acid (3-HAA).
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d
-glucaric acid was selectively converted to 3-iodoadipic acid (3-IAA) by hydrodeoxygenation in HI-Rh/C-H
2
system. During this process, HI was a reducing reagent, which can be regenerated in situ by metal catalyzed hydrogenation. The reaction pathway was proposed based on the intermediates identification. Under the optimal conditions, 67.2% yield of 3-IAA was obtained at 130 ℃ for 4 h. As a platform molecule, 3-IAA can be further converted to varieties of building block efficiently, such as adipic acid (AA) and 3-hydroxyadipic acid (3-HAA).
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Zhang, Linfeng ; Wu, Yudong ; Yu, Rui ; Peng, Yang ; Wang, Yantao ; Li, Teng ; Yang, Weiran</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c429t-223ef6ef51d83f2e14f983c299cef7c005613e9328926155f11e677a47b92fc63</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2021</creationdate><topic>Acids</topic><topic>Adipic acid</topic><topic>Catalysis</topic><topic>Chemical reduction</topic><topic>Chemical tests and reagents</topic><topic>Chemistry</topic><topic>Chemistry and Materials Science</topic><topic>Derivatives</topic><topic>Glucaric acid</topic><topic>Hydrogenation</topic><topic>Industrial Chemistry/Chemical Engineering</topic><topic>Nylon</topic><topic>Organometallic Chemistry</topic><topic>Physical Chemistry</topic><topic>Reagents</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Shi, Hexian</creatorcontrib><creatorcontrib>Zhang, Linfeng</creatorcontrib><creatorcontrib>Wu, Yudong</creatorcontrib><creatorcontrib>Yu, Rui</creatorcontrib><creatorcontrib>Peng, Yang</creatorcontrib><creatorcontrib>Wang, Yantao</creatorcontrib><creatorcontrib>Li, Teng</creatorcontrib><creatorcontrib>Yang, Weiran</creatorcontrib><collection>CrossRef</collection><collection>Science (Gale in Context)</collection><collection>ProQuest SciTech Collection</collection><collection>ProQuest Technology Collection</collection><collection>Materials Science & Engineering Collection</collection><collection>ProQuest Central</collection><collection>AUTh Library subscriptions: ProQuest Central</collection><collection>Technology Collection</collection><collection>ProQuest One Community College</collection><collection>ProQuest Materials Science Collection</collection><collection>ProQuest Central</collection><collection>SciTech Premium Collection (Proquest) (PQ_SDU_P3)</collection><collection>Materials Science Database</collection><collection>Materials Science Collection</collection><collection>ProQuest One Academic Eastern Edition (DO NOT USE)</collection><collection>ProQuest One Academic</collection><collection>ProQuest One Academic UKI Edition</collection><collection>ProQuest Central China</collection><jtitle>Catalysis letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Shi, Hexian</au><au>Zhang, Linfeng</au><au>Wu, Yudong</au><au>Yu, Rui</au><au>Peng, Yang</au><au>Wang, Yantao</au><au>Li, Teng</au><au>Yang, Weiran</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Production of Adipic Acid Derivatives from d-Glucaric Acid by Hydrodeoxygenation Mediated with Hydroiodic Acid</atitle><jtitle>Catalysis letters</jtitle><stitle>Catal Lett</stitle><date>2021-02-01</date><risdate>2021</risdate><volume>151</volume><issue>2</issue><spage>338</spage><epage>343</epage><pages>338-343</pages><issn>1011-372X</issn><eissn>1572-879X</eissn><abstract>Glucose and its derivatives are valuable and sustainable carbon sources that can be converted into varieties of value-added chemicals. In this study,
d
-glucaric acid was selectively converted to 3-iodoadipic acid (3-IAA) by hydrodeoxygenation in HI-Rh/C-H
2
system. During this process, HI was a reducing reagent, which can be regenerated in situ by metal catalyzed hydrogenation. The reaction pathway was proposed based on the intermediates identification. Under the optimal conditions, 67.2% yield of 3-IAA was obtained at 130 ℃ for 4 h. As a platform molecule, 3-IAA can be further converted to varieties of building block efficiently, such as adipic acid (AA) and 3-hydroxyadipic acid (3-HAA).
Graphic Abstract</abstract><cop>New York</cop><pub>Springer US</pub><doi>10.1007/s10562-020-03312-x</doi><tpages>6</tpages><orcidid>https://orcid.org/0000-0003-1332-2140</orcidid></addata></record> |
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| ispartof | Catalysis letters, 2021-02, Vol.151 (2), p.338-343 |
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| language | eng |
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| source | Springer Link |
| subjects | Acids Adipic acid Catalysis Chemical reduction Chemical tests and reagents Chemistry Chemistry and Materials Science Derivatives Glucaric acid Hydrogenation Industrial Chemistry/Chemical Engineering Nylon Organometallic Chemistry Physical Chemistry Reagents |
| title | Production of Adipic Acid Derivatives from d-Glucaric Acid by Hydrodeoxygenation Mediated with Hydroiodic Acid |
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