High turnover in electro-oxidation of alcohols and ethers with a glassy carbon-supported phenanthroimidazole mediator
Glassy carbon electrodes covalently modified with a phenanthroimidazole mediator promote electrochemical alcohol and ether oxidation: three orders of magnitude increase in TON, to ∼15 000 in each case, was observed compared with homogeneous mediated reactions. We propose the deactivation pathways in...
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Veröffentlicht in: | Chemical science (Cambridge) 2017-09, Vol.8 (9), p.6493-6498 |
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creator | Johnson, Bruce M Francke, Robert Little, R Daniel Berben, Louise A |
description | Glassy carbon electrodes covalently modified with a phenanthroimidazole mediator promote electrochemical alcohol and ether oxidation: three orders of magnitude increase in TON, to ∼15 000 in each case, was observed compared with homogeneous mediated reactions. We propose the deactivation pathways in homogeneous solution are prevented by the immobilization: modified electrode reversibility is increased for a one-electron oxidation reaction. The modified electrodes were used to catalytically oxidize
-anisyl alcohol and 1-((benzyloxy)methyl)-4-methoxybenzene, selectively, to the corresponding benzaldehyde and benzyl ester, respectively. |
doi_str_mv | 10.1039/c7sc02482g |
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-anisyl alcohol and 1-((benzyloxy)methyl)-4-methoxybenzene, selectively, to the corresponding benzaldehyde and benzyl ester, respectively.</description><subject>Chemistry</subject><issn>2041-6520</issn><issn>2041-6539</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2017</creationdate><recordtype>article</recordtype><recordid>eNpVkV9rFTEQxYMottS--AEkjyKsZvNnN3kR5KKtUPBBfQ6z2dm7kdxkTbKt9dN3a-tF52UG5vA7MxxCXrbsbcuEeef64hiXmu-fkFPOZNt0Spinx5mzE3Jeyg-2lRCt4v1zcsK10abr5SlZL_1-pnXNMV1jpj5SDOhqTk365UeoPkWaJgrBpTmFQiGOFOuMudAbX2cKdB-glFvqIA8pNmVdlpQrjnSZMUKsc07-sJF-p4D0gKOHmvIL8myCUPD8sZ-R758-fttdNldfLj7vPlw1TramNkZz1cmRwSCYRqWEGCY-DTgpEIxpA73jRoMCAKlxYopJPnXdxLa3-1FKcUbeP3CXddi8HcaaIdgl-wPkW5vA2_830c92n66t6rhWvdoArx8BOf1csVR78MVhCBAxrcW2RhqmO266TfrmQepyKiXjdLRpmb2Pyu76r7s_UV1s4lf_HnaU_g1G3AE04JJE</recordid><startdate>20170901</startdate><enddate>20170901</enddate><creator>Johnson, Bruce M</creator><creator>Francke, Robert</creator><creator>Little, R Daniel</creator><creator>Berben, Louise A</creator><general>Royal Society of Chemistry</general><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope><scope>5PM</scope><orcidid>https://orcid.org/0000-0001-6461-1829</orcidid></search><sort><creationdate>20170901</creationdate><title>High turnover in electro-oxidation of alcohols and ethers with a glassy carbon-supported phenanthroimidazole mediator</title><author>Johnson, Bruce M ; Francke, Robert ; Little, R Daniel ; Berben, Louise A</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c419t-982564d0ab308e5533bf2fbef5a30089a7c298a5aaa48ef05042f66f06527d443</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2017</creationdate><topic>Chemistry</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Johnson, Bruce M</creatorcontrib><creatorcontrib>Francke, Robert</creatorcontrib><creatorcontrib>Little, R Daniel</creatorcontrib><creatorcontrib>Berben, Louise A</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><collection>PubMed Central (Full Participant titles)</collection><jtitle>Chemical science (Cambridge)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Johnson, Bruce M</au><au>Francke, Robert</au><au>Little, R Daniel</au><au>Berben, Louise A</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>High turnover in electro-oxidation of alcohols and ethers with a glassy carbon-supported phenanthroimidazole mediator</atitle><jtitle>Chemical science (Cambridge)</jtitle><addtitle>Chem Sci</addtitle><date>2017-09-01</date><risdate>2017</risdate><volume>8</volume><issue>9</issue><spage>6493</spage><epage>6498</epage><pages>6493-6498</pages><issn>2041-6520</issn><eissn>2041-6539</eissn><abstract>Glassy carbon electrodes covalently modified with a phenanthroimidazole mediator promote electrochemical alcohol and ether oxidation: three orders of magnitude increase in TON, to ∼15 000 in each case, was observed compared with homogeneous mediated reactions. We propose the deactivation pathways in homogeneous solution are prevented by the immobilization: modified electrode reversibility is increased for a one-electron oxidation reaction. The modified electrodes were used to catalytically oxidize
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subjects | Chemistry |
title | High turnover in electro-oxidation of alcohols and ethers with a glassy carbon-supported phenanthroimidazole mediator |
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