Selenium-catalyzed oxidations with aqueous hydrogen peroxide. 2. Baeyer-Villiger reactions in homogeneous solution
Several diselenides were tested for catalytic activity in Baeyer-Villiger reactions with 60% aqueous hydrogen peroxide. Bis[3,5-bis(trifluoromethyl)phenyl] diselenide forms the corresponding 3,5-bis(trifluoromethyl)benzene seleninic acid in situ, which is a highly reactive and selective catalyst for...
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Veröffentlicht in: | Journal of organic chemistry 2001-04, Vol.66 (7), p.2429-2433 |
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container_title | Journal of organic chemistry |
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creator | ten Brink, G J Vis, J M Arends, I W Sheldon, R A |
description | Several diselenides were tested for catalytic activity in Baeyer-Villiger reactions with 60% aqueous hydrogen peroxide. Bis[3,5-bis(trifluoromethyl)phenyl] diselenide forms the corresponding 3,5-bis(trifluoromethyl)benzene seleninic acid in situ, which is a highly reactive and selective catalyst for the oxidation of carbonyl compounds in 1,1,1,3,3,3-hexafluoro-2-propanol, 2,2,2-trifluoroethanol, or dichloromethane. |
doi_str_mv | 10.1021/jo0057710 |
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Bis[3,5-bis(trifluoromethyl)phenyl] diselenide forms the corresponding 3,5-bis(trifluoromethyl)benzene seleninic acid in situ, which is a highly reactive and selective catalyst for the oxidation of carbonyl compounds in 1,1,1,3,3,3-hexafluoro-2-propanol, 2,2,2-trifluoroethanol, or dichloromethane.</description><identifier>ISSN: 0022-3263</identifier><identifier>DOI: 10.1021/jo0057710</identifier><identifier>PMID: 11281784</identifier><language>eng</language><publisher>United States</publisher><ispartof>Journal of organic chemistry, 2001-04, Vol.66 (7), p.2429-2433</ispartof><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,777,781,27905,27906</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/11281784$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>ten Brink, G J</creatorcontrib><creatorcontrib>Vis, J M</creatorcontrib><creatorcontrib>Arends, I W</creatorcontrib><creatorcontrib>Sheldon, R A</creatorcontrib><title>Selenium-catalyzed oxidations with aqueous hydrogen peroxide. 2. Baeyer-Villiger reactions in homogeneous solution</title><title>Journal of organic chemistry</title><addtitle>J Org Chem</addtitle><description>Several diselenides were tested for catalytic activity in Baeyer-Villiger reactions with 60% aqueous hydrogen peroxide. Bis[3,5-bis(trifluoromethyl)phenyl] diselenide forms the corresponding 3,5-bis(trifluoromethyl)benzene seleninic acid in situ, which is a highly reactive and selective catalyst for the oxidation of carbonyl compounds in 1,1,1,3,3,3-hexafluoro-2-propanol, 2,2,2-trifluoroethanol, or dichloromethane.</description><issn>0022-3263</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2001</creationdate><recordtype>article</recordtype><recordid>eNo1kE1PwzAMhnMAsTE48AdQTtw64qTB3REmviQkDnxcq6x1t0zpUpJWUH493Qe--ODnsfyasQsQUxASrtdeCI0I4oiNhZAyUfJGjdhpjGsxlNb6hI0AZAaYpWMW3sjRxnZ1UpjWuP6XSu5_bGla6zeRf9t2xc1XR76LfNWXwS9pwxsKW4amXE75naGeQvJpnbNLCjyQKfay3fCVr7fGTo_eddvBGTuujIt0fugT9vFw_z5_Sl5eH5_nty9JIwW2SVYZjUMCGNJkoEgJxCKtZmIhU2mwUgBQaSSJkBWYAhGmpYDKzBaCVDZTE3a139sEPySIbV7bWJBzZndPjiikhlQP4OUB7BY1lXkTbG1Cn_9_Sf0Br6xnqQ</recordid><startdate>20010406</startdate><enddate>20010406</enddate><creator>ten Brink, G J</creator><creator>Vis, J M</creator><creator>Arends, I W</creator><creator>Sheldon, R A</creator><scope>NPM</scope><scope>7X8</scope></search><sort><creationdate>20010406</creationdate><title>Selenium-catalyzed oxidations with aqueous hydrogen peroxide. 2. 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Baeyer-Villiger reactions in homogeneous solution</atitle><jtitle>Journal of organic chemistry</jtitle><addtitle>J Org Chem</addtitle><date>2001-04-06</date><risdate>2001</risdate><volume>66</volume><issue>7</issue><spage>2429</spage><epage>2433</epage><pages>2429-2433</pages><issn>0022-3263</issn><abstract>Several diselenides were tested for catalytic activity in Baeyer-Villiger reactions with 60% aqueous hydrogen peroxide. Bis[3,5-bis(trifluoromethyl)phenyl] diselenide forms the corresponding 3,5-bis(trifluoromethyl)benzene seleninic acid in situ, which is a highly reactive and selective catalyst for the oxidation of carbonyl compounds in 1,1,1,3,3,3-hexafluoro-2-propanol, 2,2,2-trifluoroethanol, or dichloromethane.</abstract><cop>United States</cop><pmid>11281784</pmid><doi>10.1021/jo0057710</doi><tpages>5</tpages></addata></record> |
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title | Selenium-catalyzed oxidations with aqueous hydrogen peroxide. 2. Baeyer-Villiger reactions in homogeneous solution |
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