Please use this identifier to cite or link to this item: http://hdl.handle.net/20.500.12779/4013
DC FieldValueLanguage
dc.contributor.authorBruno, Bottaen_us
dc.contributor.authorMaria Cristina Di, Giovannien_us
dc.contributor.authorGiuliano Delle, Monacheen_us
dc.contributor.authorMaria Cristina De, Rosaen_us
dc.contributor.authorEszter Gacs, Baitzen_us
dc.contributor.authorBotta, Maurizioen_us
dc.contributor.authorCorelli, Federicoen_us
dc.contributor.authorTafi, Andreaen_us
dc.contributor.authorAntonello, Santinien_us
dc.date.accessioned2021-03-30T14:41:07Z-
dc.date.available2021-03-30T14:41:07Z-
dc.date.issued1994-
dc.identifier.issn0022-3263en_US
dc.identifier.urihttp://hdl.handle.net/20.500.12779/4013-
dc.description49348en_US
dc.description.abstractA versatile route to a series of C-alkylcalix[4]resorcinarenes has been developed, using 2,4-dimethoxycinnamates as starting materials under carefully controlled reaction conditions employing BF3 as a Lewis acid catalyst. Depending on the reaction conditions and the nature of the ester side chain in the cinnamates, the calixarenes can adopt 1,2-alternate, 1,3-alternate, or flattened-cone conformational states. An extensive study, relating to the influence of the Lewis acid, temperature, and reaction time, has provided information on the relative ratios of the different conformations and their interconversion. Structural assignments are based on detailed spectroscopic analyses including X-ray analyses. The latter provide evidence of their molecular structure and shape in the solid state. A detailed molecular modeling study has been completed and is described. From the data obtained, good agreement with NMR data, X-ray analyses and experimental results is observed.en_US
dc.language.isoenen_US
dc.relationNoneen_US
dc.relation.ispartofJOURNAL OF ORGANIC CHEMISTRYen_US
dc.titleA Novel Route to Calix[4]arenes. 2. Solution- and Solid-State Structural Analyses and Molecular Modeling Studiesen_US
dc.typeArticleen_US
dc.identifier.doi10.1021/jo00085a047en_US
dc.identifier.scopus2-s2.0-33751158643en_US
dc.identifier.isiWOS:A1994ND30300047en_US
dc.relation.volume59en_US
dc.relation.issue6en_US
dc.description.firstpage1532en_US
dc.description.lastpage1541en_US
dc.description.thirdmissionNot applicableen_US
item.cerifentitytypePublications-
item.grantfulltextnone-
item.languageiso639-1en-
item.openairecristypehttp://purl.org/coar/resource_type/c_18cf-
item.openairetypeArticle-
item.fulltextNo Fulltext-
crisitem.author.orcid0000-0003-0456-6995-
crisitem.author.orcid0000-0002-5750-4504-
crisitem.author.orcid0000-0003-4308-3531-
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