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pubmed-article:12398494rdf:typepubmed:Citationlld:pubmed
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pubmed-article:12398494pubmed:issue22lld:pubmed
pubmed-article:12398494pubmed:dateCreated2002-10-25lld:pubmed
pubmed-article:12398494pubmed:abstractTextA silica gel-immobilized [(Me(3)tacn)Ru(III)(CF(3)COO)(2)(H(2)O)]CF(3)CO(2) complex (1-SiO(2), Me(3)tacn = 1,4,7-trimethyl-1,4,7-triazacyclononane) was prepared by simple impregnation, and the catalyst was characterized by powdered X-ray diffraction, nitrogen adsorption/desorption, Raman, and diffuse reflectance UV-vis spectroscopies. The supported Ru catalyst can effect facile oxidation of alcohols by tert-butyl hydroperoxide (TBHP). Primary and secondary benzyl, allylic, and propargylic alcohols were transformed to their corresponding aldehydes and ketones in excellent yields; no oxidation of the C=C and Ctbd1;C bonds was observed for the allylic and propargylic alcohol oxidations. Likewise alkene epoxidation by TBHP can be achieved by 1-SiO(2); cycloalkenes such as norbornene and cyclooctene were oxidized to their exo-epoxides exclusively in excellent yields (>95%). The 1-SiO(2) catalyst can be recycled and reused for consecutive alcohol and alkene oxidations without significant loss of catalytic activity and selectivity; over 9000 turnovers have been attained for the oxidation of 1-phenyl-1-propanol to 1-phenyl-1-propanone. 4-Substituted phenols were oxidized by the "1 + TBHP" protocol to give exclusively ruthenium-catecholate complexes, which were characterized by UV-vis and ESI-MS spectroscopies. No (tert-butyldioxy)cyclohexadienone and other radical coupling/overoxidation products were produced using the "1 + TBHP" protocol. The formation of ruthenium-catecholate is proposed to proceed via ortho-hydroxylation of phenol.lld:pubmed
pubmed-article:12398494pubmed:languageenglld:pubmed
pubmed-article:12398494pubmed:journalhttp://linkedlifedata.com/r...lld:pubmed
pubmed-article:12398494pubmed:statusPubMed-not-MEDLINElld:pubmed
pubmed-article:12398494pubmed:monthNovlld:pubmed
pubmed-article:12398494pubmed:issn0022-3263lld:pubmed
pubmed-article:12398494pubmed:authorpubmed-author:YuWing-YiuWYlld:pubmed
pubmed-article:12398494pubmed:authorpubmed-author:CheChi-MingCMlld:pubmed
pubmed-article:12398494pubmed:authorpubmed-author:ZhuNian-YongN...lld:pubmed
pubmed-article:12398494pubmed:authorpubmed-author:CheungWai-Hun...lld:pubmed
pubmed-article:12398494pubmed:authorpubmed-author:YipWing-PingW...lld:pubmed
pubmed-article:12398494pubmed:issnTypePrintlld:pubmed
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pubmed-article:12398494pubmed:volume67lld:pubmed
pubmed-article:12398494pubmed:ownerNLMlld:pubmed
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pubmed-article:12398494pubmed:pagination7716-23lld:pubmed
pubmed-article:12398494pubmed:year2002lld:pubmed
pubmed-article:12398494pubmed:articleTitleA silica gel-supported ruthenium complex of 1,4,7-trimethyl-1,4,7-triazacyclononane as recyclable catalyst for chemoselective oxidation of alcohols and alkenes by tert-butyl hydroperoxide.lld:pubmed
pubmed-article:12398494pubmed:affiliationDepartment of Chemistry and Open Laboratory of Chemical Biology of the Institute of Molecular Technology for Drug Discovery and Synthesis, The University of Hong Kong, Pokfulam Road, Hong Kong.lld:pubmed
pubmed-article:12398494pubmed:publicationTypeJournal Articlelld:pubmed