Enzymatic resolution by CALB of organofluorine compounds under conventional condition and microwave irradiation

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dc.contributor.authorRibeiro, Sandra S.
dc.contributor.authorRaminelli, Cristiano [UNIFESP]
dc.contributor.authorPorto, Andre L. M.
dc.contributor.institutionUniversidade de São Paulo (USP)
dc.contributor.institutionUniversidade Federal de São Paulo (UNIFESP)
dc.date.accessioned2016-01-24T14:34:31Z
dc.date.available2016-01-24T14:34:31Z
dc.date.issued2013-10-01
dc.description.abstractEnzymatic kinetic resolution of organofluorine rac-alcohols by CALB yielded (-)-(R)-2,2,2-trifluoro-1-phenylethanol (2a), (-)-(R)-1-(3-bromophenyl)-2,2,2-trifluoroethanol (2b), (-)-(R)-1-(4-bromophenyl)-2,2,2-trifluoroethanol (2c), (-)-(S)-1-(2,4,5-trifluorophenyl)ethanol (2d), (+)-(S)-2,2,2-trifluoro-1-phenylethyl acetate (3a), (+)-(S)-1-(3-bromophenyl)-2,2,2-trifluoroethyl acetate (3b), (+)-(S)-1-(4-bromophenyl)-2,2,2-trifluoroethyl acetate (3c) and (+)-(R)-1-(2,4,5-trifluorophenyl)ethyl acetate (3d) in high enantiomeric excess (up to >99% ee). the reactions were conducted under conventional conditions (orbital shaking) and microwave irradiation in toluene and vinyl acetate as acylating agent. the CALB showed excellent selectivities and good yields in the transesterification of fluorinated aromatic compounds. (C) 2013 Elsevier B.V. All rights reserved.en
dc.description.affiliationUniv São Paulo, Inst Quim Sao Carlos, BR-13560970 Sao Carlos, SP, Brazil
dc.description.affiliationUniversidade Federal de São Paulo, Setor Quim, Dept Ciencias Exatas & Terra, BR-09972270 Diadema, SP, Brazil
dc.description.affiliationUnifespUniversidade Federal de São Paulo, Setor Quim, Dept Ciencias Exatas & Terra, BR-09972270 Diadema, SP, Brazil
dc.description.sourceWeb of Science
dc.description.sponsorshipConselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)
dc.description.sponsorshipFundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)
dc.format.extent53-59
dc.identifierhttp://dx.doi.org/10.1016/j.jfluchem.2013.06.014
dc.identifier.citationJournal of Fluorine Chemistry. Lausanne: Elsevier Science Sa, v. 154, p. 53-59, 2013.
dc.identifier.doi10.1016/j.jfluchem.2013.06.014
dc.identifier.issn0022-1139
dc.identifier.urihttp://repositorio.unifesp.br/handle/11600/36823
dc.identifier.wosWOS:000324007900009
dc.language.isoeng
dc.publisherElsevier B.V.
dc.relation.ispartofJournal of Fluorine Chemistry
dc.rightsAcesso restrito
dc.rights.licensehttp://www.elsevier.com/about/open-access/open-access-policies/article-posting-policy
dc.subjectBiocatalysisen
dc.subjectEnzymeen
dc.subjectKetonesen
dc.subjectMicrowave irradiationen
dc.titleEnzymatic resolution by CALB of organofluorine compounds under conventional condition and microwave irradiationen
dc.typeArtigo
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