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Time-resolved fluorescence study of exciplex formation in diastereoisomeric naproxen-pyrrolidine dyads

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Time-resolved fluorescence study of exciplex formation in diastereoisomeric naproxen-pyrrolidine dyads

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dc.contributor.author Khramtsova, Ekaterina A. es_ES
dc.contributor.author Plyusnin, Viktor F. es_ES
dc.contributor.author Magin, Ilya M. es_ES
dc.contributor.author Kruppa, Alexander I. es_ES
dc.contributor.author Polyakov, Nikolay E. es_ES
dc.contributor.author Leshina, Tatyana V. es_ES
dc.contributor.author Nuin Plá, Neus Edurne es_ES
dc.contributor.author Marín García, Mª Luisa es_ES
dc.contributor.author Miranda Alonso, Miguel Ángel es_ES
dc.date.accessioned 2014-06-24T17:36:37Z
dc.date.issued 2013-12-19
dc.identifier.issn 1520-6106
dc.identifier.uri http://hdl.handle.net/10251/38343
dc.description.abstract The influence of chirality on the elementary processes triggered by excitation of the (S,S)- and (R,S)- diastereoisomers of naproxen-pyrrolidine (NPX-Pyr) dyads has been studied by time-resolved fluorescence in acetonitrile-benzene mixtures. In these systems, the quenching of the 1NPX-Pyr singlet excited state occurs through electron transfer and exciplex formation. Fluorescence lifetimes and quantum yields revealed a significant difference (around 20%) between the (S,S)- and (R,S)- diastereomers. In addition, the quantum yields of exciplexes differed by a factor of 2 regardless of solvent polarity. This allows us to suggest a similar influence of the chiral centers on the local charge transfer resulting in exciplex and full charge separation that leads to ion-biradicals. A simplified scheme is proposed to estimate a set of rate constant values (k1-k5) for the elementary stages in each solvent system. © 2013 American Chemical Society. es_ES
dc.description.sponsorship We thank Dr. I. P. Pozdnyakov (Institute of Chemical Kinetics and Combustion SB RAS) and Dr. P. S. Sherin (International Tomography Center SB RAS) for the help with fluorescence measurements. The work was supported by the Russian Foundation for Fundamental Research (grants 11-03-01104, 11-03-92605-KO, 11-03-00268, 12-03-00482), the Program of Integration Projects of SB RAS (grants 33, 88), and the grant of Priority Programs of the RAS (nr. 5.1.5). Financial support from the Generalitat Valenciana (Prometeo Program), the Spanish Government (Red RETICS de Investigacion de Reacciones Adversasa Alergenos y Farmacos (RIRAAF), and CTQ2012-38754-C03-03) is gratefully acknowledged. en_EN
dc.format.extent 6 es_ES
dc.language Inglés es_ES
dc.publisher American Chemical Society es_ES
dc.relation.ispartof Journal of Physical Chemistry B es_ES
dc.rights Reserva de todos los derechos es_ES
dc.subject PHOTOINDUCED ELECTRON-TRANSFER es_ES
dc.subject NAPHTHALENE-AMINE DYADS es_ES
dc.subject ASYMMETRIC PHOTOCHEMISTRY es_ES
dc.subject CHIRAL DISCRIMINATION es_ES
dc.subject PHOTOCHIROGENESIS es_ES
dc.subject SOLVENT es_ES
dc.subject.classification QUIMICA ANALITICA es_ES
dc.subject.classification QUIMICA ORGANICA es_ES
dc.title Time-resolved fluorescence study of exciplex formation in diastereoisomeric naproxen-pyrrolidine dyads es_ES
dc.type Artículo es_ES
dc.embargo.lift 10000-01-01
dc.embargo.terms forever es_ES
dc.identifier.doi 10.1021/jp4083147
dc.relation.projectID info:eu-repo/grantAgreement/RFBR//12-03-00482/ es_ES
dc.relation.projectID info:eu-repo/grantAgreement/SB RAS//33/RU es_ES
dc.relation.projectID info:eu-repo/grantAgreement/RFBR//11-03-01104 / es_ES
dc.relation.projectID info:eu-repo/grantAgreement/RAS//5.1.5/RU es_ES
dc.relation.projectID info:eu-repo/grantAgreement/RFBR//11-03-00268/ es_ES
dc.relation.projectID info:eu-repo/grantAgreement/SB RAS//88/RU
dc.relation.projectID info:eu-repo/grantAgreement/RFBR//11-03-92605-KO/ es_ES
dc.relation.projectID info:eu-repo/grantAgreement/MINECO//RD12%2F0013%2F0009/ES/Reacciones adversas a alérgenos y fármacos/ es_ES
dc.relation.projectID info:eu-repo/grantAgreement/MINECO//CTQ2012-38754-C03-03/ES/DESARROLLO DE NUEVAS ESTRATEGIAS BASADAS EN LA INTEGRACION DE PROCESOS FOTOQUIMICOS SOLARES CON OTRAS TECNICAS AVANZADAS PARA EL TRATAMIENTO DE AGUAS RESIDUALES COMPLEJAS/ es_ES
dc.rights.accessRights Cerrado es_ES
dc.contributor.affiliation Universitat Politècnica de València. Departamento de Química - Departament de Química es_ES
dc.contributor.affiliation Universitat Politècnica de València. Instituto Universitario Mixto de Tecnología Química - Institut Universitari Mixt de Tecnologia Química es_ES
dc.description.bibliographicCitation Khramtsova, EA.; Plyusnin, VF.; Magin, IM.; Kruppa, AI.; Polyakov, NE.; Leshina, TV.; Nuin Plá, NE.... (2013). Time-resolved fluorescence study of exciplex formation in diastereoisomeric naproxen-pyrrolidine dyads. Journal of Physical Chemistry B. 117(50):16206-16211. https://doi.org/10.1021/jp4083147 es_ES
dc.description.accrualMethod S es_ES
dc.relation.publisherversion http://dx.doi.org/10.1021/jp4083147 es_ES
dc.description.upvformatpinicio 16206 es_ES
dc.description.upvformatpfin 16211 es_ES
dc.type.version info:eu-repo/semantics/publishedVersion es_ES
dc.description.volume 117 es_ES
dc.description.issue 50 es_ES
dc.relation.senia 257608
dc.contributor.funder Russian Foundation for Basic Research es_ES
dc.contributor.funder Ministerio de Economía y Competitividad es_ES
dc.contributor.funder Generalitat Valenciana es_ES
dc.contributor.funder Siberian Branch of the Russian Academy of Sciences
dc.contributor.funder Russian Academy of Sciences


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