Electrochemical fluorination of anthracene derivatives. II
The controlled potential electrolyses of anthracene(I), 9-methylanthracene(II), and 9-phenylanthracene(III) in acetonitrile solutions containing (CH/sub 3/)/sub 4/ NF.2HF led to the formation of fluoro derivatives in the 9- and 10-positions. Yields were limited by dimer formation. The products from...
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Veröffentlicht in: | J. Electrochem. Soc.; (United States) 1983-11, Vol.130 (11), p.2170-2172 |
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container_title | J. Electrochem. Soc.; (United States) |
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creator | CARPENTER, J. F EKES, L. H KING, P. F MARIANI, H. A ZADEH, M. M ÓMALLEY, R. F ROMAN, V. J |
description | The controlled potential electrolyses of anthracene(I), 9-methylanthracene(II), and 9-phenylanthracene(III) in acetonitrile solutions containing (CH/sub 3/)/sub 4/ NF.2HF led to the formation of fluoro derivatives in the 9- and 10-positions. Yields were limited by dimer formation. The products from the electrolyses are consistent with the involvement of radical cations as intermediates. |
doi_str_mv | 10.1149/1.2119546 |
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II</title><source>IOP Publishing Journals</source><creator>CARPENTER, J. F ; EKES, L. H ; KING, P. F ; MARIANI, H. A ; ZADEH, M. M ; ÓMALLEY, R. F ; ROMAN, V. J</creator><creatorcontrib>CARPENTER, J. F ; EKES, L. H ; KING, P. F ; MARIANI, H. A ; ZADEH, M. M ; ÓMALLEY, R. F ; ROMAN, V. J ; Department of Chemistry, Boston College, Chestnut Hill, Massachusetts</creatorcontrib><description>The controlled potential electrolyses of anthracene(I), 9-methylanthracene(II), and 9-phenylanthracene(III) in acetonitrile solutions containing (CH/sub 3/)/sub 4/ NF.2HF led to the formation of fluoro derivatives in the 9- and 10-positions. Yields were limited by dimer formation. The products from the electrolyses are consistent with the involvement of radical cations as intermediates.</description><identifier>ISSN: 0013-4651</identifier><identifier>EISSN: 1945-7111</identifier><identifier>DOI: 10.1149/1.2119546</identifier><identifier>CODEN: JESOAN</identifier><language>eng</language><publisher>Pennington, NJ: Electrochemical Society</publisher><subject>ACETONITRILE ; ANTHRACENE ; AROMATICS ; CATIONS ; CHARGED PARTICLES ; CHEMICAL REACTION YIELD ; CHEMICAL REACTIONS ; Chemistry ; CONDENSED AROMATICS ; Condensed benzenic and aromatic compounds ; DIMERS ; DISPERSIONS ; ELECTROLYSIS ; Exact sciences and technology ; FLUORIDES ; FLUORINATED AROMATIC HYDROCARBONS ; FLUORINATION ; FLUORINE COMPOUNDS ; HALIDES ; HALOGEN COMPOUNDS ; HALOGENATED AROMATIC HYDROCARBONS ; HALOGENATION ; HYDROCARBONS ; HYDROFLUORIC ACID ; HYDROGEN COMPOUNDS ; INORGANIC ACIDS ; INORGANIC, ORGANIC, PHYSICAL AND ANALYTICAL CHEMISTRY ; IONS ; LYSIS ; MIXTURES ; NITRILES ; NITROGEN COMPOUNDS ; NITROGEN FLUORIDES ; Organic chemistry ; ORGANIC COMPOUNDS ; ORGANIC FLUORINE COMPOUNDS ; ORGANIC HALOGEN COMPOUNDS ; ORGANIC NITROGEN COMPOUNDS ; Preparations and properties ; PROCESS SOLUTIONS ; REACTION INTERMEDIATES ; SOLUTIONS ; YIELDS 400400 -- Electrochemistry</subject><ispartof>J. Electrochem. Soc.; (United States), 1983-11, Vol.130 (11), p.2170-2172</ispartof><rights>1984 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c198t-a1adff653fc92ed660df1f035fdb0ac075014646c07e3e42aad69be94d8d13343</citedby></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,778,782,883,27907,27908</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=9433128$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.osti.gov/biblio/6898646$$D View this record in Osti.gov$$Hfree_for_read</backlink></links><search><creatorcontrib>CARPENTER, J. F</creatorcontrib><creatorcontrib>EKES, L. H</creatorcontrib><creatorcontrib>KING, P. F</creatorcontrib><creatorcontrib>MARIANI, H. A</creatorcontrib><creatorcontrib>ZADEH, M. M</creatorcontrib><creatorcontrib>ÓMALLEY, R. F</creatorcontrib><creatorcontrib>ROMAN, V. J</creatorcontrib><creatorcontrib>Department of Chemistry, Boston College, Chestnut Hill, Massachusetts</creatorcontrib><title>Electrochemical fluorination of anthracene derivatives. II</title><title>J. Electrochem. Soc.; (United States)</title><description>The controlled potential electrolyses of anthracene(I), 9-methylanthracene(II), and 9-phenylanthracene(III) in acetonitrile solutions containing (CH/sub 3/)/sub 4/ NF.2HF led to the formation of fluoro derivatives in the 9- and 10-positions. Yields were limited by dimer formation. The products from the electrolyses are consistent with the involvement of radical cations as intermediates.</description><subject>ACETONITRILE</subject><subject>ANTHRACENE</subject><subject>AROMATICS</subject><subject>CATIONS</subject><subject>CHARGED PARTICLES</subject><subject>CHEMICAL REACTION YIELD</subject><subject>CHEMICAL REACTIONS</subject><subject>Chemistry</subject><subject>CONDENSED AROMATICS</subject><subject>Condensed benzenic and aromatic compounds</subject><subject>DIMERS</subject><subject>DISPERSIONS</subject><subject>ELECTROLYSIS</subject><subject>Exact sciences and technology</subject><subject>FLUORIDES</subject><subject>FLUORINATED AROMATIC HYDROCARBONS</subject><subject>FLUORINATION</subject><subject>FLUORINE COMPOUNDS</subject><subject>HALIDES</subject><subject>HALOGEN COMPOUNDS</subject><subject>HALOGENATED AROMATIC HYDROCARBONS</subject><subject>HALOGENATION</subject><subject>HYDROCARBONS</subject><subject>HYDROFLUORIC ACID</subject><subject>HYDROGEN COMPOUNDS</subject><subject>INORGANIC ACIDS</subject><subject>INORGANIC, ORGANIC, PHYSICAL AND ANALYTICAL CHEMISTRY</subject><subject>IONS</subject><subject>LYSIS</subject><subject>MIXTURES</subject><subject>NITRILES</subject><subject>NITROGEN COMPOUNDS</subject><subject>NITROGEN FLUORIDES</subject><subject>Organic chemistry</subject><subject>ORGANIC COMPOUNDS</subject><subject>ORGANIC FLUORINE COMPOUNDS</subject><subject>ORGANIC HALOGEN COMPOUNDS</subject><subject>ORGANIC NITROGEN COMPOUNDS</subject><subject>Preparations and properties</subject><subject>PROCESS SOLUTIONS</subject><subject>REACTION INTERMEDIATES</subject><subject>SOLUTIONS</subject><subject>YIELDS 400400 -- Electrochemistry</subject><issn>0013-4651</issn><issn>1945-7111</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1983</creationdate><recordtype>article</recordtype><recordid>eNo9kE9LAzEQxYMoWKsHv8EiXjxszWyy6cablKqFghc9h2n-sJFtUpK14Lc3ssXTzDC_N7x5hNwCXQBw-QiLBkC2XJyRGUje1ksAOCczSoHVXLRwSa5y_iojdHw5I0_rweoxRd3bvdc4VG74jskHHH0MVXQVhrFPqG2wlbHJH8viaPOi2myuyYXDIdubU52Tz5f1x-qt3r6_blbP21qD7MYaAY1zomVOy8YaIahx4ChrndlR1HTZUuCCi9JZZnmDaITcWclNZ4Axzubkbrob8-hV1n60utcxhGJciU52RVyghwnSKeacrFOH5PeYfhRQ9ZeMAnVKprD3E3vAXF52CYP2-V8gOWPQdOwX7URhsw</recordid><startdate>19831101</startdate><enddate>19831101</enddate><creator>CARPENTER, J. F</creator><creator>EKES, L. H</creator><creator>KING, P. F</creator><creator>MARIANI, H. A</creator><creator>ZADEH, M. M</creator><creator>ÓMALLEY, R. F</creator><creator>ROMAN, V. J</creator><general>Electrochemical Society</general><scope>IQODW</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>OTOTI</scope></search><sort><creationdate>19831101</creationdate><title>Electrochemical fluorination of anthracene derivatives. II</title><author>CARPENTER, J. F ; EKES, L. H ; KING, P. F ; MARIANI, H. A ; ZADEH, M. M ; ÓMALLEY, R. F ; ROMAN, V. J</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c198t-a1adff653fc92ed660df1f035fdb0ac075014646c07e3e42aad69be94d8d13343</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1983</creationdate><topic>ACETONITRILE</topic><topic>ANTHRACENE</topic><topic>AROMATICS</topic><topic>CATIONS</topic><topic>CHARGED PARTICLES</topic><topic>CHEMICAL REACTION YIELD</topic><topic>CHEMICAL REACTIONS</topic><topic>Chemistry</topic><topic>CONDENSED AROMATICS</topic><topic>Condensed benzenic and aromatic compounds</topic><topic>DIMERS</topic><topic>DISPERSIONS</topic><topic>ELECTROLYSIS</topic><topic>Exact sciences and technology</topic><topic>FLUORIDES</topic><topic>FLUORINATED AROMATIC HYDROCARBONS</topic><topic>FLUORINATION</topic><topic>FLUORINE COMPOUNDS</topic><topic>HALIDES</topic><topic>HALOGEN COMPOUNDS</topic><topic>HALOGENATED AROMATIC HYDROCARBONS</topic><topic>HALOGENATION</topic><topic>HYDROCARBONS</topic><topic>HYDROFLUORIC ACID</topic><topic>HYDROGEN COMPOUNDS</topic><topic>INORGANIC ACIDS</topic><topic>INORGANIC, ORGANIC, PHYSICAL AND ANALYTICAL CHEMISTRY</topic><topic>IONS</topic><topic>LYSIS</topic><topic>MIXTURES</topic><topic>NITRILES</topic><topic>NITROGEN COMPOUNDS</topic><topic>NITROGEN FLUORIDES</topic><topic>Organic chemistry</topic><topic>ORGANIC COMPOUNDS</topic><topic>ORGANIC FLUORINE COMPOUNDS</topic><topic>ORGANIC HALOGEN COMPOUNDS</topic><topic>ORGANIC NITROGEN COMPOUNDS</topic><topic>Preparations and properties</topic><topic>PROCESS SOLUTIONS</topic><topic>REACTION INTERMEDIATES</topic><topic>SOLUTIONS</topic><topic>YIELDS 400400 -- Electrochemistry</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>CARPENTER, J. F</creatorcontrib><creatorcontrib>EKES, L. H</creatorcontrib><creatorcontrib>KING, P. F</creatorcontrib><creatorcontrib>MARIANI, H. A</creatorcontrib><creatorcontrib>ZADEH, M. M</creatorcontrib><creatorcontrib>ÓMALLEY, R. F</creatorcontrib><creatorcontrib>ROMAN, V. J</creatorcontrib><creatorcontrib>Department of Chemistry, Boston College, Chestnut Hill, Massachusetts</creatorcontrib><collection>Pascal-Francis</collection><collection>CrossRef</collection><collection>OSTI.GOV</collection><jtitle>J. Electrochem. Soc.; (United States)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>CARPENTER, J. F</au><au>EKES, L. H</au><au>KING, P. F</au><au>MARIANI, H. A</au><au>ZADEH, M. M</au><au>ÓMALLEY, R. F</au><au>ROMAN, V. J</au><aucorp>Department of Chemistry, Boston College, Chestnut Hill, Massachusetts</aucorp><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Electrochemical fluorination of anthracene derivatives. II</atitle><jtitle>J. Electrochem. Soc.; (United States)</jtitle><date>1983-11-01</date><risdate>1983</risdate><volume>130</volume><issue>11</issue><spage>2170</spage><epage>2172</epage><pages>2170-2172</pages><issn>0013-4651</issn><eissn>1945-7111</eissn><coden>JESOAN</coden><abstract>The controlled potential electrolyses of anthracene(I), 9-methylanthracene(II), and 9-phenylanthracene(III) in acetonitrile solutions containing (CH/sub 3/)/sub 4/ NF.2HF led to the formation of fluoro derivatives in the 9- and 10-positions. Yields were limited by dimer formation. The products from the electrolyses are consistent with the involvement of radical cations as intermediates.</abstract><cop>Pennington, NJ</cop><pub>Electrochemical Society</pub><doi>10.1149/1.2119546</doi><tpages>3</tpages></addata></record> |
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subjects | ACETONITRILE ANTHRACENE AROMATICS CATIONS CHARGED PARTICLES CHEMICAL REACTION YIELD CHEMICAL REACTIONS Chemistry CONDENSED AROMATICS Condensed benzenic and aromatic compounds DIMERS DISPERSIONS ELECTROLYSIS Exact sciences and technology FLUORIDES FLUORINATED AROMATIC HYDROCARBONS FLUORINATION FLUORINE COMPOUNDS HALIDES HALOGEN COMPOUNDS HALOGENATED AROMATIC HYDROCARBONS HALOGENATION HYDROCARBONS HYDROFLUORIC ACID HYDROGEN COMPOUNDS INORGANIC ACIDS INORGANIC, ORGANIC, PHYSICAL AND ANALYTICAL CHEMISTRY IONS LYSIS MIXTURES NITRILES NITROGEN COMPOUNDS NITROGEN FLUORIDES Organic chemistry ORGANIC COMPOUNDS ORGANIC FLUORINE COMPOUNDS ORGANIC HALOGEN COMPOUNDS ORGANIC NITROGEN COMPOUNDS Preparations and properties PROCESS SOLUTIONS REACTION INTERMEDIATES SOLUTIONS YIELDS 400400 -- Electrochemistry |
title | Electrochemical fluorination of anthracene derivatives. II |
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