Hydrogen bond contribution to preferential solvation in SNAr reactions

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dc.contributor.authorOrmazábal-Toledo, Rodrigo
dc.contributor.authorSantos, Jose
dc.contributor.authorRíos, Paulina
dc.contributor.authorCastro, Enrique
dc.contributor.authorCampodónico, Paola
dc.contributor.authorContreras, Renato
dc.date.accessioned2017-04-10T12:16:55Z
dc.date.available2017-04-10T12:16:55Z
dc.date.issued2013
dc.descriptionCentro de Química Médica
dc.description.abstractPreferential solvation in aromatic nucleophilic substitution reactions is discussed using a kinetic study complemented with quantum chemical calculations. The model system is the reaction of a series of secondary alicyclic amines toward phenyl 2,4,6-trinitrophenyl ether in aqueous ethanol mixtures of different compositions. From solvent effect studies, it is found that only piperidine is sensitive to solvation effects, a result that may be traced to the polarity of the solvent composition in the ethanol/water mixture, which points to a specific electrophilic solvation in the aqueous phase.
dc.format.extent8
dc.identifier.citationJ. Phys. Chem. B, 2013, 117 (19), pp 5908–5915
dc.identifier.urihttp://hdl.handle.net/11447/1118
dc.identifier.urihttp://dx.doi.org/10.1021/jp4005295
dc.language.isoen_US
dc.publisherACS Publications
dc.subjectSNAr Reactions
dc.subjectHydrogen
dc.subjectkinetic study
dc.titleHydrogen bond contribution to preferential solvation in SNAr reactions
dc.typeArtículo

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