Characterization and catalytic activity of iron(III) mono(4-N-methyl pyridyl)-tris(halophenyl) porphyrins in homogeneous and heterogeneous systems

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dc.contributor.authorPrado-Manso, CMC
dc.contributor.authorVidoto, E. A.
dc.contributor.authorVinhado, F. S.
dc.contributor.authorSacco, H. C.
dc.contributor.authorCiuffi, K. J.
dc.contributor.authorMartins, P. R.
dc.contributor.authorFerreira, A. G.
dc.contributor.authorLindsay-Smith, JR
dc.contributor.authorNascimento, O. R.
dc.contributor.authorIamamoto, Y.
dc.contributor.institutionUniversidade de São Paulo (USP)
dc.contributor.institutionUniversidade Estadual Paulista (Unesp)
dc.contributor.institutionUniv Franca
dc.contributor.institutionUniversidade Federal de São Carlos (UFSCar)
dc.contributor.institutionUniv York
dc.date.accessioned2014-05-20T15:20:17Z
dc.date.available2014-05-20T15:20:17Z
dc.date.issued1999-12-28
dc.description.abstractThe synthesis, characterization and catalytic activity of the cationic iron porphyrins Fe[M(4-N-MePy)TDCPP]Cl-2 and Fe[M(4-N-MePy)TFPP]Cl-2 in the epoxidation of (Z)-cyclooctene by PhIO in homogeneous solution and supported on silica gel (SG), imidazole propyl gel (IPG) or SG modified with 2-(4-sulfonatophenyl)ethyl groups (SiSO3) have been accomplished. When supported on IPG, both cationic FeP bind to the support via Fe-imidazole coordination. Fe[M(4-N-MePy)TDCPP]IPG contains a mixture of low-spin bis-coordinated (FeP)-P-III and high-spin mono-coordinated (FeP)-P-III species, whereas Fe[M(4-N-MePy)TFPP]IPG only contains high-spin mono-coordinated (FeP)-P-III. These FePIPG catalysts also contain (FeP)-P-II species, whose presence was confirmed by EPR spectroscopy using NO as a paramagnetic probe. Both cationic FePs coordinate to SG through Fe-O ligation and they are present as high-spin (FeP)-P-III species. The cationic FePs supported on SiSO3- are also high-spin (FeP)-P-III species and they bind to the support via electrostatic interaction between the 4-N-methylpyridyl groups and the SO3- groups present on the matrix. In homogeneous solution, both Fe[M(4-N-MePy)TDCPP]Cl-2 and Fe[M(4-N-MePy)TFPP]Cl-2 have similar catalytic activity to Fe(TDCPP)Cl and Fe(TFPP)Cl, leading to cis-epoxycyclooctane yields of 92%. When supported on inorganic matrices,both FePs lead to epoxide yields comparable to their homogeneous analogues and their anchoring enables catalyst recovery and re-use. Recycling of Fe[M(4-N-MePy)TDCPP]SiSO3- shows that this FeP maintains its activity in a second reaction. (C) 1999 Elsevier B.V. B.V. All rights reserved.en
dc.description.affiliationUniv São Paulo, FFCLRP, Dept Quim, BR-14040901 Ribeirao Preto, SP, Brazil
dc.description.affiliationUSP, Inst Fis Sao Carlos, Sao Carlos, SP, Brazil
dc.description.affiliationUNESP, Inst Quim, Araraquara, SP, Brazil
dc.description.affiliationUniv Franca, Dept Quim, Franca, SP, Brazil
dc.description.affiliationUFSCar, Dept Quim, Sao Carlos, SP, Brazil
dc.description.affiliationUniv York, Dept Chem, York YO10 5DD, N Yorkshire, England
dc.description.affiliationUnespUNESP, Inst Quim, Araraquara, SP, Brazil
dc.format.extent251-266
dc.identifierhttp://dx.doi.org/10.1016/S1381-1169(99)00216-2
dc.identifier.citationJournal of Molecular Catalysis A-chemical. Amsterdam: Elsevier B.V., v. 150, n. 1-2, p. 251-266, 1999.
dc.identifier.doi10.1016/S1381-1169(99)00216-2
dc.identifier.issn1381-1169
dc.identifier.urihttp://hdl.handle.net/11449/31624
dc.identifier.wosWOS:000084327300026
dc.language.isoeng
dc.publisherElsevier B.V.
dc.relation.ispartofJournal of Molecular Catalysis A: Chemical
dc.relation.ispartofjcr4.397
dc.rights.accessRightsAcesso restrito
dc.sourceWeb of Science
dc.subjectcationic iron(III) porphyrinpt
dc.subjectporphyrinpt
dc.subject(Z)-cyclooctene epoxidationpt
dc.subjectsupported catalystspt
dc.subjectanionic matrixpt
dc.titleCharacterization and catalytic activity of iron(III) mono(4-N-methyl pyridyl)-tris(halophenyl) porphyrins in homogeneous and heterogeneous systemsen
dc.typeArtigo
dcterms.licensehttp://www.elsevier.com/about/open-access/open-access-policies/article-posting-policy
dcterms.rightsHolderElsevier B.V.

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