Heterogeneous carbon nitride photocatalyst for C-C bond oxidative cleavage of vicinal diols in aerobic micellar medium
A green and efficient visible-light promoted aerobic oxidative C-C bond cleavage of vicinal diols in micellar medium has been developed. This protocol used graphitic carbon nitride with nitrogen vacancies (CN620) as a metal-free recyclable photocatalyst and CTAB as surfactant in water. Control exper...
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| Veröffentlicht in: | Green chemistry : an international journal and green chemistry resource : GC 2020-08, Vol.22 (15), p.542-549 |
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| container_title | Green chemistry : an international journal and green chemistry resource : GC |
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| creator | Niu, Tengfei Chen, Shengjun Hong, Mei Zhang, Tianhao Chen, Jiayang Dong, Xinyu Ni, Bangqing |
| description | A green and efficient visible-light promoted aerobic oxidative C-C bond cleavage of vicinal diols in micellar medium has been developed. This protocol used graphitic carbon nitride with nitrogen vacancies (CN620) as a metal-free recyclable photocatalyst and CTAB as surfactant in water. Control experiments and the ESR results indicated that superoxide radicals and valence band holes played an important role in the reaction. Further isotope experiments suggested both a β-scission/HAT pathway and an oxidation/hydrolysis/dehydration pathway for the reaction, which is different from previous reports. The semiconductor/micellar catalyst system can be recycled at least 10 times without a significant reduction in activity. Furthermore, this reaction could be carried out under solar light irradiation and was applicable to large-scale reactions with similar results.
A visible-light promoted oxidative cleavage of vicinal diols by using CN620 as a recyclable photocatalyst in aerobic micellar medium has been developed. |
| doi_str_mv | 10.1039/d0gc01727b |
| format | Article |
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A visible-light promoted oxidative cleavage of vicinal diols by using CN620 as a recyclable photocatalyst in aerobic micellar medium has been developed.</description><identifier>ISSN: 1463-9262</identifier><identifier>EISSN: 1463-9270</identifier><identifier>DOI: 10.1039/d0gc01727b</identifier><language>eng</language><publisher>Cambridge: Royal Society of Chemistry</publisher><subject>Carbon ; Carbon nitride ; Catalysts ; Cleavage ; Covalent bonds ; Dehydration ; Diols ; Green chemistry ; Irradiation ; Light irradiation ; Oxidation ; Photocatalysts ; Radiation ; Superoxide ; Valence band</subject><ispartof>Green chemistry : an international journal and green chemistry resource : GC, 2020-08, Vol.22 (15), p.542-549</ispartof><rights>Copyright Royal Society of Chemistry 2020</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c385t-2bfc8cc27b5bcf0618679c4b5a52558bac8055492ea11ee141ac7ffb0616f7453</citedby><cites>FETCH-LOGICAL-c385t-2bfc8cc27b5bcf0618679c4b5a52558bac8055492ea11ee141ac7ffb0616f7453</cites><orcidid>0000-0002-6098-0368 ; 0000-0002-6080-2668</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27924,27925</link.rule.ids></links><search><creatorcontrib>Niu, Tengfei</creatorcontrib><creatorcontrib>Chen, Shengjun</creatorcontrib><creatorcontrib>Hong, Mei</creatorcontrib><creatorcontrib>Zhang, Tianhao</creatorcontrib><creatorcontrib>Chen, Jiayang</creatorcontrib><creatorcontrib>Dong, Xinyu</creatorcontrib><creatorcontrib>Ni, Bangqing</creatorcontrib><title>Heterogeneous carbon nitride photocatalyst for C-C bond oxidative cleavage of vicinal diols in aerobic micellar medium</title><title>Green chemistry : an international journal and green chemistry resource : GC</title><description>A green and efficient visible-light promoted aerobic oxidative C-C bond cleavage of vicinal diols in micellar medium has been developed. This protocol used graphitic carbon nitride with nitrogen vacancies (CN620) as a metal-free recyclable photocatalyst and CTAB as surfactant in water. Control experiments and the ESR results indicated that superoxide radicals and valence band holes played an important role in the reaction. Further isotope experiments suggested both a β-scission/HAT pathway and an oxidation/hydrolysis/dehydration pathway for the reaction, which is different from previous reports. The semiconductor/micellar catalyst system can be recycled at least 10 times without a significant reduction in activity. Furthermore, this reaction could be carried out under solar light irradiation and was applicable to large-scale reactions with similar results.
A visible-light promoted oxidative cleavage of vicinal diols by using CN620 as a recyclable photocatalyst in aerobic micellar medium has been developed.</description><subject>Carbon</subject><subject>Carbon nitride</subject><subject>Catalysts</subject><subject>Cleavage</subject><subject>Covalent bonds</subject><subject>Dehydration</subject><subject>Diols</subject><subject>Green chemistry</subject><subject>Irradiation</subject><subject>Light irradiation</subject><subject>Oxidation</subject><subject>Photocatalysts</subject><subject>Radiation</subject><subject>Superoxide</subject><subject>Valence band</subject><issn>1463-9262</issn><issn>1463-9270</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2020</creationdate><recordtype>article</recordtype><recordid>eNp9kEFLxDAQRosouK5evAsRb0I1SZumPWrVXWHBi55LMk3WLG1Tk7S4_97qynrzNAPf42PmRdE5wTcEJ8VtjdeACadcHkQzkmZJXFCOD_d7Ro-jE-83GBPCs3QWjUsVlLNr1Sk7eATCSduhzgRnaoX6dxssiCCarQ9IW4fKuEQTUSP7aWoRzKgQNEqMYq2Q1Wg0YDrRoNrYxiPTITGVSwOoNaCaRjjUqtoM7Wl0pEXj1dnvnEdvT4-v5TJevSyey7tVDEnOQkylhhxgeodJ0DgjecYLSCUTjDKWSwE5ZiwtqBKEKEVSIoBrLScy0zxlyTy62vX2zn4MyodqYwc3XegrmtIiTzLKi4m63lHgrPdO6ap3phVuWxFcfXutHvCi_PF6P8EXO9h52HN_3qf88r-86mudfAHXqIF4</recordid><startdate>20200807</startdate><enddate>20200807</enddate><creator>Niu, Tengfei</creator><creator>Chen, Shengjun</creator><creator>Hong, Mei</creator><creator>Zhang, Tianhao</creator><creator>Chen, Jiayang</creator><creator>Dong, Xinyu</creator><creator>Ni, Bangqing</creator><general>Royal Society of Chemistry</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>7ST</scope><scope>7U6</scope><scope>8BQ</scope><scope>8FD</scope><scope>C1K</scope><scope>JG9</scope><orcidid>https://orcid.org/0000-0002-6098-0368</orcidid><orcidid>https://orcid.org/0000-0002-6080-2668</orcidid></search><sort><creationdate>20200807</creationdate><title>Heterogeneous carbon nitride photocatalyst for C-C bond oxidative cleavage of vicinal diols in aerobic micellar medium</title><author>Niu, Tengfei ; Chen, Shengjun ; Hong, Mei ; Zhang, Tianhao ; Chen, Jiayang ; Dong, Xinyu ; Ni, Bangqing</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c385t-2bfc8cc27b5bcf0618679c4b5a52558bac8055492ea11ee141ac7ffb0616f7453</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2020</creationdate><topic>Carbon</topic><topic>Carbon nitride</topic><topic>Catalysts</topic><topic>Cleavage</topic><topic>Covalent bonds</topic><topic>Dehydration</topic><topic>Diols</topic><topic>Green chemistry</topic><topic>Irradiation</topic><topic>Light irradiation</topic><topic>Oxidation</topic><topic>Photocatalysts</topic><topic>Radiation</topic><topic>Superoxide</topic><topic>Valence band</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Niu, Tengfei</creatorcontrib><creatorcontrib>Chen, Shengjun</creatorcontrib><creatorcontrib>Hong, Mei</creatorcontrib><creatorcontrib>Zhang, Tianhao</creatorcontrib><creatorcontrib>Chen, Jiayang</creatorcontrib><creatorcontrib>Dong, Xinyu</creatorcontrib><creatorcontrib>Ni, Bangqing</creatorcontrib><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>Environment Abstracts</collection><collection>Sustainability Science Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Environmental Sciences and Pollution Management</collection><collection>Materials Research Database</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>Niu, Tengfei</au><au>Chen, Shengjun</au><au>Hong, Mei</au><au>Zhang, Tianhao</au><au>Chen, Jiayang</au><au>Dong, Xinyu</au><au>Ni, Bangqing</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Heterogeneous carbon nitride photocatalyst for C-C bond oxidative cleavage of vicinal diols in aerobic micellar medium</atitle><jtitle>Green chemistry : an international journal and green chemistry resource : GC</jtitle><date>2020-08-07</date><risdate>2020</risdate><volume>22</volume><issue>15</issue><spage>542</spage><epage>549</epage><pages>542-549</pages><issn>1463-9262</issn><eissn>1463-9270</eissn><abstract>A green and efficient visible-light promoted aerobic oxidative C-C bond cleavage of vicinal diols in micellar medium has been developed. This protocol used graphitic carbon nitride with nitrogen vacancies (CN620) as a metal-free recyclable photocatalyst and CTAB as surfactant in water. Control experiments and the ESR results indicated that superoxide radicals and valence band holes played an important role in the reaction. Further isotope experiments suggested both a β-scission/HAT pathway and an oxidation/hydrolysis/dehydration pathway for the reaction, which is different from previous reports. The semiconductor/micellar catalyst system can be recycled at least 10 times without a significant reduction in activity. Furthermore, this reaction could be carried out under solar light irradiation and was applicable to large-scale reactions with similar results.
A visible-light promoted oxidative cleavage of vicinal diols by using CN620 as a recyclable photocatalyst in aerobic micellar medium has been developed.</abstract><cop>Cambridge</cop><pub>Royal Society of Chemistry</pub><doi>10.1039/d0gc01727b</doi><tpages>8</tpages><orcidid>https://orcid.org/0000-0002-6098-0368</orcidid><orcidid>https://orcid.org/0000-0002-6080-2668</orcidid></addata></record> |
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| ispartof | Green chemistry : an international journal and green chemistry resource : GC, 2020-08, Vol.22 (15), p.542-549 |
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| source | Royal Society Of Chemistry Journals; Alma/SFX Local Collection |
| subjects | Carbon Carbon nitride Catalysts Cleavage Covalent bonds Dehydration Diols Green chemistry Irradiation Light irradiation Oxidation Photocatalysts Radiation Superoxide Valence band |
| title | Heterogeneous carbon nitride photocatalyst for C-C bond oxidative cleavage of vicinal diols in aerobic micellar medium |
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