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Inherently chiral calix[4]arenes with planar chirality: two new entries to the family

2014-11Journal article Restricted access
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dc.contributor.authorPrata, José Virgílio
dc.contributor.authorD. Barata, Patrícia
dc.contributor.authorPescitelli, Gennaro
dc.date.accessioned2015-08-24T11:33:19Z
dc.date.available2015-08-24T11:33:19Z
dc.date.issued2014-11
dc.description.abstractThe synthesis of two new inherently chiral calix[4]arenes (ICCs, 1 and 2), endowed with electron-rich concave surfaces, has been achieved through the desymmetrization of a lower rim distal-bridged oxacyclophane (OCP) macrocycle. The new highly emissive ICCs were resolved by chiral HPLC, and the enantiomeric nature of the isolated antipodes proved by electronic circular dichroism (CD). Using time-dependent density functional calculations of CD spectra, their absolute configurations were established. NMR studies with (S)-Pirkle's alcohol unequivocally showed that the host-guest interactions occur in the chiral pocket comprehending the calix-OCP exo cavities and the carbazole moieties.por
dc.identifier.citationPRATA, José Virgílio Coelho; BARATA, Patrícia Alexandra David; PESCITELLI, Gennaro – Inherently chiral Calix[4]Arenes with planar chirality: Two new entries to the family. Pure and Applied Chemistry. ISSN: 0033-4545. Vol. 86, nr. 11 (2014), pp. 1819-1828por
dc.identifier.doi10.1515/pac-2014-0707
dc.identifier.issn0033-4545
dc.identifier.issn1365-3075
dc.identifier.urihttp://hdl.handle.net/10400.21/4944
dc.language.isoengpor
dc.peerreviewedyespor
dc.publisherWalter de Gruyter GMBHpor
dc.subjectAbsolute configuration assignmentpor
dc.subjectCalix[4]arenespor
dc.subjectChiroptical propertiespor
dc.subjectFluorescencepor
dc.subjectPOC-2014por
dc.subjectPlanar chiralitypor
dc.subjectTDDFT calculationspor
dc.titleInherently chiral calix[4]arenes with planar chirality: two new entries to the familypor
dc.typejournal article
dspace.entity.typePublication
oaire.citation.endPage1828por
oaire.citation.issue11por
oaire.citation.startPage1819por
oaire.citation.titlePure and Applied Chemistrypor
oaire.citation.volume86por
person.familyNamePrata
person.familyNameBarata
person.givenNameJosé Virgílio
person.givenNamePatrícia
person.identifier191765
person.identifier1090399
person.identifier.ciencia-idC11A-9130-8981
person.identifier.ciencia-idC019-9F30-0F99
person.identifier.orcid0000-0002-9068-2847
person.identifier.orcid0000-0001-8274-633X
person.identifier.ridB-7214-2008
person.identifier.scopus-author-id9276778400
person.identifier.scopus-author-id8968446000
rcaap.rightsclosedAccesspor
rcaap.typearticlepor
relation.isAuthorOfPublication15e229f3-a619-4931-87eb-799091dc1601
relation.isAuthorOfPublication4ab8a01f-c11d-4b3b-b0cf-b21e5b634170
relation.isAuthorOfPublication.latestForDiscovery4ab8a01f-c11d-4b3b-b0cf-b21e5b634170

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