Experimental And Theoretical Studies Of Intramolecular Hydrogen Bonding In 3-hydroxytetrahydropyran: Beyond Aim Analysis

dc.creatorSolha D.C.
dc.creatorBarbosa T.M.
dc.creatorViesser R.V.
dc.creatorRittner R.
dc.creatorTormena C.F.
dc.date2014
dc.date2015-06-25T17:51:10Z
dc.date2015-11-26T15:40:41Z
dc.date2015-06-25T17:51:10Z
dc.date2015-11-26T15:40:41Z
dc.date.accessioned2018-03-28T22:49:09Z
dc.date.available2018-03-28T22:49:09Z
dc.identifier
dc.identifierJournal Of Physical Chemistry A. American Chemical Society, v. 118, n. 15, p. 2794 - 2800, 2014.
dc.identifier10895639
dc.identifier10.1021/jp500211y
dc.identifierhttp://www.scopus.com/inward/record.url?eid=2-s2.0-84898988872&partnerID=40&md5=6a3d539aa9ab28d00f229223e7e2d442
dc.identifierhttp://www.repositorio.unicamp.br/handle/REPOSIP/86000
dc.identifierhttp://repositorio.unicamp.br/jspui/handle/REPOSIP/86000
dc.identifier2-s2.0-84898988872
dc.identifier.urihttp://repositorioslatinoamericanos.uchile.cl/handle/2250/1264429
dc.descriptionThe conformational preferences of 3-hydroxytetrahydropyran (1) were evaluated using infrared and nuclear magnetic resonance spectroscopic data in solvents of different polarities. Theoretical calculations in the isolated phase and including the solvent effect were performed, showing that the most stable conformations for compound 1 are those containing the substituent in the axial and equatorial orientations. The axial conformation is more stable in the isolated phase and in a nonpolar solvent, while the equatorial conformation is more stable than the axial in polar media. The occurrence of intramolecular hydrogen-bonded O-H⋯O in the axial conformer was detected from infrared spectra in a nonpolar solvent at different concentrations. Our attempt to evaluate this interaction using population natural bond orbital and topological quantum theory of atoms in molecules analyses failed, but topological noncovalent interaction analysis was capable of characterizing it. © 2014 American Chemical Society.
dc.description118
dc.description15
dc.description2794
dc.description2800
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dc.languageen
dc.publisherAmerican Chemical Society
dc.relationJournal of Physical Chemistry A
dc.rightsfechado
dc.sourceScopus
dc.titleExperimental And Theoretical Studies Of Intramolecular Hydrogen Bonding In 3-hydroxytetrahydropyran: Beyond Aim Analysis
dc.typeArtículos de revistas


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