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Sulfonated Schiff base copper(II) complexes as efficient and selective catalysts in alcohol oxidation: syntheses and crystal structures

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dc.contributor.authorHAZRA, SUSANTA
dc.contributor.authorMartins, Luisa
dc.contributor.authorGuedes Da Silva, M. Fátima C.
dc.contributor.authorPombeiro, Armando
dc.date.accessioned2016-04-28T10:52:40Z
dc.date.available2016-04-28T10:52:40Z
dc.date.issued2015
dc.description.abstractThe reaction between 2-aminobenzenesulfonic acid and 2-hydroxy-3-methoxybenzaldehyde produces the acyclic Schiff base 2-[(2-hydroxy-3-methoxyphenyl) methylideneamino] benzenesulfonic acid (H2L center dot 3H(2)O) (1). In situ reactions of this compound with Cu(II) salts and, eventually, in the presence of pyridine (py) or 2,2'-bipyridine (2,2'-bipy) lead to the formation of the mononuclear complexes [CuL(H2O)(2)] (2) and [CuL(2,2'-bipy)]center dot DMF center dot H2O (3) and the diphenoxo-bridged dicopper compounds [CuL(py)](2) (4) and [CuL(EtOH)](2)center dot 2H(2)O (5). In 2-5 the L-2-ligand acts as a tridentate chelating species by means of one of the O-sulfonate atoms, the O-phenoxo and the N-atoms. The remaining coordination sites are then occupied by H2O (in 2), 2,2'-bipyridine (in 3), pyridine (in 4) or EtOH (in 5). Hydrogen bond interactions resulted in R-2(2) (14) and in R-4(4)(12) graph sets leading to dimeric species (in 2 and 3, respectively), 1D chain associations (in 2 and 5) or a 2D network (1). Complexes 2-5 are applied as selective catalysts for the homogeneous peroxidative (with tert-butylhydroperoxide, TBHP) oxidation of primary and secondary alcohols, under solvent-and additive-free conditions and under low power microwave (MW) irradiation. A quantitative yield of acetophenone was obtained by oxidation of 1-phenylethanol with compound 4 [TOFs up to 7.6 x 10(3) h(-1)] after 20 min of MW irradiation, whereas the oxidation of benzyl alcohol to benzaldehyde is less effective (TOF 992 h(-1)). The selectivity of 4 to oxidize the alcohol relative to the ene function is demonstrated when using cinnamyl alcohol as substrate.pt_PT
dc.identifier.citationHAZRA, Susanta; [et al] - Sulfonated Schiff base copper(II) complexes as efficient and selective catalysts in alcohol oxidation: syntheses and crystal structures. RSC Advances. ISSN 2046-2069. Vol. 5, N.º 109 (2015), pp. 90079-90088pt_PT
dc.identifier.doi10.1039/C5RA19498Apt_PT
dc.identifier.issn2046-2069
dc.identifier.urihttp://hdl.handle.net/10400.21/6113
dc.language.isoengpt_PT
dc.peerreviewedyespt_PT
dc.publisherRoyal Soc Chemistrypt_PT
dc.subjectMagnetic-propertiespt_PT
dc.subjectPeroxidative oxidationpt_PT
dc.subjectBuilding-blockspt_PT
dc.subjectSalen complexespt_PT
dc.subjectIi complexespt_PT
dc.subjectCu-Iipt_PT
dc.subjectLigandpt_PT
dc.subjectDinuclearpt_PT
dc.subjectTetranuclearpt_PT
dc.subjectSolventpt_PT
dc.titleSulfonated Schiff base copper(II) complexes as efficient and selective catalysts in alcohol oxidation: syntheses and crystal structurespt_PT
dc.typejournal article
dspace.entity.typePublication
oaire.citation.endPage90088pt_PT
oaire.citation.issue109pt_PT
oaire.citation.startPage90079pt_PT
oaire.citation.titleRSC Advancespt_PT
oaire.citation.volume5pt_PT
person.familyNameHAZRA
person.familyNameMartins
person.familyNameGuedes da Silva
person.familyNamePombeiro
person.givenNameSUSANTA
person.givenNameLuisa
person.givenNameM. Fátima C.
person.givenNameArmando
person.identifier-5yoR4sAAAAJ&hl=en
person.identifier637885
person.identifier789079
person.identifier.ciencia-id731B-4D79-E1FE
person.identifier.ciencia-idE218-E297-A4EA
person.identifier.ciencia-id7619-8E8E-979A
person.identifier.ciencia-id8311-38FA-CEFB
person.identifier.orcid0000-0002-8101-2016
person.identifier.orcid0000-0002-5403-9352
person.identifier.orcid0000-0003-4836-2409
person.identifier.orcid0000-0001-8323-888X
person.identifier.ridG-6210-2011
person.identifier.ridH-8274-2012
person.identifier.ridI-5945-2012
person.identifier.scopus-author-id23481611800
person.identifier.scopus-author-id8650947800
person.identifier.scopus-author-id6701761571
person.identifier.scopus-author-id7006067269
rcaap.rightsclosedAccesspt_PT
rcaap.typearticlept_PT
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relation.isAuthorOfPublication8ed70b09-b4d3-4a5d-9f75-12b13a332204
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