On the mechanism of selective oxidation of 5-hydroxymethylfurfural to 2,5-furandicarboxylic acid over supported Pt and Au catalysts
The mechanism of selective oxidation of aqueous 5-hydroxymethylfurfural (HMF) at high pH was studied over supported Pt and Au catalysts. Results from labeling experiments conducted with 18 O 2 and H 2 18 O indicated that water was the source of oxygen atoms during the oxidation of HMF to 2-hydroxyme...
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| Veröffentlicht in: | Green chemistry : an international journal and green chemistry resource : GC 2012-01, Vol.14 (1), p.143-147 |
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| creator | Davis, Sara E Zope, Bhushan N Davis, Robert J |
| description | The mechanism of selective oxidation of aqueous 5-hydroxymethylfurfural (HMF) at high pH was studied over supported Pt and Au catalysts. Results from labeling experiments conducted with
18
O
2
and H
2
18
O indicated that water was the source of oxygen atoms during the oxidation of HMF to 2-hydroxymethylfurancarboxylic acid (HFCA) and 2,5-furandicarboxylic acid (FDCA), presumably through direct participation of hydroxide in the catalytic cycle. Molecular oxygen was essential for the production of FDCA and played an indirect role during oxidation by removing electrons deposited into the supported metal particles. A reaction path for HMF oxidation to FDCA was proposed.
Isotopically-labeled reagents were used to show that hydroxide from liquid water was the source of oxygen added to HMF during oxidation over Pt and Au catalysts. |
| doi_str_mv | 10.1039/c1gc16074e |
| format | Article |
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18
O
2
and H
2
18
O indicated that water was the source of oxygen atoms during the oxidation of HMF to 2-hydroxymethylfurancarboxylic acid (HFCA) and 2,5-furandicarboxylic acid (FDCA), presumably through direct participation of hydroxide in the catalytic cycle. Molecular oxygen was essential for the production of FDCA and played an indirect role during oxidation by removing electrons deposited into the supported metal particles. A reaction path for HMF oxidation to FDCA was proposed.
Isotopically-labeled reagents were used to show that hydroxide from liquid water was the source of oxygen added to HMF during oxidation over Pt and Au catalysts.</description><identifier>ISSN: 1463-9262</identifier><identifier>EISSN: 1463-9270</identifier><identifier>DOI: 10.1039/c1gc16074e</identifier><language>eng</language><publisher>Cambridge: Royal Society of Chemistry</publisher><subject>Catalysis ; Catalysts ; Catalysts: preparations and properties ; Chemistry ; Deposition ; Exact sciences and technology ; General and physical chemistry ; Gold ; Heterocyclic compounds ; Heterocyclic compounds with o, s, se, te hetero atom and condensed derivatives ; Kinetics and mechanisms ; Metal particles ; Organic chemistry ; Oxidation ; Oxygen atoms ; Platinum ; Preparations and properties ; Reactivity and mechanisms ; Theory of reactions, general kinetics. Catalysis. Nomenclature, chemical documentation, computer chemistry</subject><ispartof>Green chemistry : an international journal and green chemistry resource : GC, 2012-01, Vol.14 (1), p.143-147</ispartof><rights>2015 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c440t-653ac4e39a2106106822381b82690af863f9133edde6926beb46e5e5cd5eb57a3</citedby><cites>FETCH-LOGICAL-c440t-653ac4e39a2106106822381b82690af863f9133edde6926beb46e5e5cd5eb57a3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,4010,27900,27901,27902</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=25567581$$DView record in Pascal Francis$$Hfree_for_read</backlink></links><search><creatorcontrib>Davis, Sara E</creatorcontrib><creatorcontrib>Zope, Bhushan N</creatorcontrib><creatorcontrib>Davis, Robert J</creatorcontrib><title>On the mechanism of selective oxidation of 5-hydroxymethylfurfural to 2,5-furandicarboxylic acid over supported Pt and Au catalysts</title><title>Green chemistry : an international journal and green chemistry resource : GC</title><description>The mechanism of selective oxidation of aqueous 5-hydroxymethylfurfural (HMF) at high pH was studied over supported Pt and Au catalysts. Results from labeling experiments conducted with
18
O
2
and H
2
18
O indicated that water was the source of oxygen atoms during the oxidation of HMF to 2-hydroxymethylfurancarboxylic acid (HFCA) and 2,5-furandicarboxylic acid (FDCA), presumably through direct participation of hydroxide in the catalytic cycle. Molecular oxygen was essential for the production of FDCA and played an indirect role during oxidation by removing electrons deposited into the supported metal particles. A reaction path for HMF oxidation to FDCA was proposed.
Isotopically-labeled reagents were used to show that hydroxide from liquid water was the source of oxygen added to HMF during oxidation over Pt and Au catalysts.</description><subject>Catalysis</subject><subject>Catalysts</subject><subject>Catalysts: preparations and properties</subject><subject>Chemistry</subject><subject>Deposition</subject><subject>Exact sciences and technology</subject><subject>General and physical chemistry</subject><subject>Gold</subject><subject>Heterocyclic compounds</subject><subject>Heterocyclic compounds with o, s, se, te hetero atom and condensed derivatives</subject><subject>Kinetics and mechanisms</subject><subject>Metal particles</subject><subject>Organic chemistry</subject><subject>Oxidation</subject><subject>Oxygen atoms</subject><subject>Platinum</subject><subject>Preparations and properties</subject><subject>Reactivity and mechanisms</subject><subject>Theory of reactions, general kinetics. Catalysis. Nomenclature, chemical documentation, computer chemistry</subject><issn>1463-9262</issn><issn>1463-9270</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2012</creationdate><recordtype>article</recordtype><recordid>eNp90Utr3DAQAGBTGmia5pJ7QT2UllAneliydVyWvCCQHJKzkaVxVkG2XEkO8bl_vNpu2N4CA3p9M6CZojgh-IxgJs81edJE4LqCD8UhqQQrJa3xx_1e0E_F5xifMSakFtVh8eduRGkDaAC9UaONA_I9iuBAJ_sCyL9ao5L14_aal5vFBP-6DJA2i-vnkEM5lDyiv3i5PYzGahW6bJzVSGlrkH-BgOI8TT4kMOg-oazQakZaJeWWmOKX4qBXLsLx23pUPF5ePKyvy9u7q5v16rbUVYVTKThTugImFSVY5GgoZQ3pGiokVn0jWC8JY2AMiPzTDrpKAAeuDYeO14odFT92dafgf88QUzvYqME5NYKfYyspI1Lm3Cx_vitz7yihtJIy09Md1cHHGKBvp2AHFZaW4HY7k3ZNrtb_ZnKR8fe3uipq5frcMG3jPoNyLmrekOy-7VyIev_6f7btZPpsvr5n2F8PUqIT</recordid><startdate>20120101</startdate><enddate>20120101</enddate><creator>Davis, Sara E</creator><creator>Zope, Bhushan N</creator><creator>Davis, Robert J</creator><general>Royal Society of Chemistry</general><scope>IQODW</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><scope>7ST</scope><scope>7U6</scope><scope>C1K</scope><scope>SOI</scope></search><sort><creationdate>20120101</creationdate><title>On the mechanism of selective oxidation of 5-hydroxymethylfurfural to 2,5-furandicarboxylic acid over supported Pt and Au catalysts</title><author>Davis, Sara E ; Zope, Bhushan N ; Davis, Robert J</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c440t-653ac4e39a2106106822381b82690af863f9133edde6926beb46e5e5cd5eb57a3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2012</creationdate><topic>Catalysis</topic><topic>Catalysts</topic><topic>Catalysts: preparations and properties</topic><topic>Chemistry</topic><topic>Deposition</topic><topic>Exact sciences and technology</topic><topic>General and physical chemistry</topic><topic>Gold</topic><topic>Heterocyclic compounds</topic><topic>Heterocyclic compounds with o, s, se, te hetero atom and condensed derivatives</topic><topic>Kinetics and mechanisms</topic><topic>Metal particles</topic><topic>Organic chemistry</topic><topic>Oxidation</topic><topic>Oxygen atoms</topic><topic>Platinum</topic><topic>Preparations and properties</topic><topic>Reactivity and mechanisms</topic><topic>Theory of reactions, general kinetics. Catalysis. Nomenclature, chemical documentation, computer chemistry</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Davis, Sara E</creatorcontrib><creatorcontrib>Zope, Bhushan N</creatorcontrib><creatorcontrib>Davis, Robert J</creatorcontrib><collection>Pascal-Francis</collection><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><collection>Environment Abstracts</collection><collection>Sustainability Science Abstracts</collection><collection>Environmental Sciences and Pollution Management</collection><collection>Environment Abstracts</collection><jtitle>Green chemistry : an international journal and green chemistry resource : GC</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Davis, Sara E</au><au>Zope, Bhushan N</au><au>Davis, Robert J</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>On the mechanism of selective oxidation of 5-hydroxymethylfurfural to 2,5-furandicarboxylic acid over supported Pt and Au catalysts</atitle><jtitle>Green chemistry : an international journal and green chemistry resource : GC</jtitle><date>2012-01-01</date><risdate>2012</risdate><volume>14</volume><issue>1</issue><spage>143</spage><epage>147</epage><pages>143-147</pages><issn>1463-9262</issn><eissn>1463-9270</eissn><abstract>The mechanism of selective oxidation of aqueous 5-hydroxymethylfurfural (HMF) at high pH was studied over supported Pt and Au catalysts. Results from labeling experiments conducted with
18
O
2
and H
2
18
O indicated that water was the source of oxygen atoms during the oxidation of HMF to 2-hydroxymethylfurancarboxylic acid (HFCA) and 2,5-furandicarboxylic acid (FDCA), presumably through direct participation of hydroxide in the catalytic cycle. Molecular oxygen was essential for the production of FDCA and played an indirect role during oxidation by removing electrons deposited into the supported metal particles. A reaction path for HMF oxidation to FDCA was proposed.
Isotopically-labeled reagents were used to show that hydroxide from liquid water was the source of oxygen added to HMF during oxidation over Pt and Au catalysts.</abstract><cop>Cambridge</cop><pub>Royal Society of Chemistry</pub><doi>10.1039/c1gc16074e</doi><tpages>5</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 1463-9262 |
| ispartof | Green chemistry : an international journal and green chemistry resource : GC, 2012-01, Vol.14 (1), p.143-147 |
| issn | 1463-9262 1463-9270 |
| language | eng |
| recordid | cdi_proquest_miscellaneous_923199692 |
| source | Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection |
| subjects | Catalysis Catalysts Catalysts: preparations and properties Chemistry Deposition Exact sciences and technology General and physical chemistry Gold Heterocyclic compounds Heterocyclic compounds with o, s, se, te hetero atom and condensed derivatives Kinetics and mechanisms Metal particles Organic chemistry Oxidation Oxygen atoms Platinum Preparations and properties Reactivity and mechanisms Theory of reactions, general kinetics. Catalysis. Nomenclature, chemical documentation, computer chemistry |
| title | On the mechanism of selective oxidation of 5-hydroxymethylfurfural to 2,5-furandicarboxylic acid over supported Pt and Au catalysts |
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