The quenching of indolic compounds by monosubstituted benzenes and the photoreaction with chlorobenzene

Autores
Rivarola, Claudia Rosana; Chesta, Carlos Alberto; Previtali, Carlos Mario
Año de publicación
2003
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
The quenching of the excited singlet of indole and its methyl derivatives by monosubstituted benzenes has been studied in three solvents of different polarities and bimolecular quenching rate constants have been determined. Below the diffusion limit the rate constants decrease when solvent polarity increases, with the exception of those for the quenching by benzonitrile. For the latter the rate constants are near the diffusion limit in all cases. The decrease may be understood in terms of a lower energy of the indole excited state in the more polar solvents. In cyclohexane the remnant emission in the presence of high concentration of the quencher is clearly red shifted, indicating the presence of a new emitting species that can be ascribed to the presence of an exciplex. In some cases the emission of the exciplex can be clearly separated from the molecular fluorescence. In the quenching by chlorobenzene in ethyl acetate and acetonitrile a new highly fluorescent product is formed. This photoreaction is observed with all the indole derivatives and the kinetics of the reaction was followed by the increase in fluorescence intensity at a wavelength were the reactants do not emit. Three major products were identified as phenyl substituted indoles by GC-MS and their fluorescence emission and excitation spectra.
Fil: Rivarola, Claudia Rosana. Universidad Nacional de Río Cuarto; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
Fil: Chesta, Carlos Alberto. Universidad Nacional de Río Cuarto; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
Fil: Previtali, Carlos Mario. Universidad Nacional de Río Cuarto; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
Materia
ELECTRON TRANSFER
INDOL
Nivel de accesibilidad
acceso abierto
Condiciones de uso
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
Repositorio
CONICET Digital (CONICET)
Institución
Consejo Nacional de Investigaciones Científicas y Técnicas
OAI Identificador
oai:ri.conicet.gov.ar:11336/100186
Acceder
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network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling The quenching of indolic compounds by monosubstituted benzenes and the photoreaction with chlorobenzeneRivarola, Claudia RosanaChesta, Carlos AlbertoPrevitali, Carlos MarioELECTRON TRANSFERINDOLhttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1The quenching of the excited singlet of indole and its methyl derivatives by monosubstituted benzenes has been studied in three solvents of different polarities and bimolecular quenching rate constants have been determined. Below the diffusion limit the rate constants decrease when solvent polarity increases, with the exception of those for the quenching by benzonitrile. For the latter the rate constants are near the diffusion limit in all cases. The decrease may be understood in terms of a lower energy of the indole excited state in the more polar solvents. In cyclohexane the remnant emission in the presence of high concentration of the quencher is clearly red shifted, indicating the presence of a new emitting species that can be ascribed to the presence of an exciplex. In some cases the emission of the exciplex can be clearly separated from the molecular fluorescence. In the quenching by chlorobenzene in ethyl acetate and acetonitrile a new highly fluorescent product is formed. This photoreaction is observed with all the indole derivatives and the kinetics of the reaction was followed by the increase in fluorescence intensity at a wavelength were the reactants do not emit. Three major products were identified as phenyl substituted indoles by GC-MS and their fluorescence emission and excitation spectra.Fil: Rivarola, Claudia Rosana. Universidad Nacional de Río Cuarto; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; ArgentinaFil: Chesta, Carlos Alberto. Universidad Nacional de Río Cuarto; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; ArgentinaFil: Previtali, Carlos Mario. Universidad Nacional de Río Cuarto; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; ArgentinaRoyal Society of Chemistry2003-08info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/100186Rivarola, Claudia Rosana; Chesta, Carlos Alberto; Previtali, Carlos Mario; The quenching of indolic compounds by monosubstituted benzenes and the photoreaction with chlorobenzene; Royal Society of Chemistry; Photochemical and Photobiological Sciences; 2; 8; 8-2003; 893-8971474-905XCONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/doi/10.1039/b301278finfo:eu-repo/semantics/altIdentifier/url/https://pubs.rsc.org/en/content/articlelanding/2003/PP/b301278finfo:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-10-22T11:27:17Zoai:ri.conicet.gov.ar:11336/100186instacron:CONICETInstitucionalhttp://ri.conicet.gov.ar/Organismo científico-tecnológicoNo correspondehttp://ri.conicet.gov.ar/oai/requestdasensio@conicet.gov.ar; lcarlino@conicet.gov.arArgentinaNo correspondeNo correspondeNo correspondeopendoar:34982025-10-22 11:27:18.004CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv The quenching of indolic compounds by monosubstituted benzenes and the photoreaction with chlorobenzene
title The quenching of indolic compounds by monosubstituted benzenes and the photoreaction with chlorobenzene
spellingShingle The quenching of indolic compounds by monosubstituted benzenes and the photoreaction with chlorobenzene
Rivarola, Claudia Rosana
ELECTRON TRANSFER
INDOL
title_short The quenching of indolic compounds by monosubstituted benzenes and the photoreaction with chlorobenzene
title_full The quenching of indolic compounds by monosubstituted benzenes and the photoreaction with chlorobenzene
title_fullStr The quenching of indolic compounds by monosubstituted benzenes and the photoreaction with chlorobenzene
title_full_unstemmed The quenching of indolic compounds by monosubstituted benzenes and the photoreaction with chlorobenzene
title_sort The quenching of indolic compounds by monosubstituted benzenes and the photoreaction with chlorobenzene
dc.creator.none.fl_str_mv Rivarola, Claudia Rosana
Chesta, Carlos Alberto
Previtali, Carlos Mario
author Rivarola, Claudia Rosana
author_facet Rivarola, Claudia Rosana
Chesta, Carlos Alberto
Previtali, Carlos Mario
author_role author
author2 Chesta, Carlos Alberto
Previtali, Carlos Mario
author2_role author
author
dc.subject.none.fl_str_mv ELECTRON TRANSFER
INDOL
topic ELECTRON TRANSFER
INDOL
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv The quenching of the excited singlet of indole and its methyl derivatives by monosubstituted benzenes has been studied in three solvents of different polarities and bimolecular quenching rate constants have been determined. Below the diffusion limit the rate constants decrease when solvent polarity increases, with the exception of those for the quenching by benzonitrile. For the latter the rate constants are near the diffusion limit in all cases. The decrease may be understood in terms of a lower energy of the indole excited state in the more polar solvents. In cyclohexane the remnant emission in the presence of high concentration of the quencher is clearly red shifted, indicating the presence of a new emitting species that can be ascribed to the presence of an exciplex. In some cases the emission of the exciplex can be clearly separated from the molecular fluorescence. In the quenching by chlorobenzene in ethyl acetate and acetonitrile a new highly fluorescent product is formed. This photoreaction is observed with all the indole derivatives and the kinetics of the reaction was followed by the increase in fluorescence intensity at a wavelength were the reactants do not emit. Three major products were identified as phenyl substituted indoles by GC-MS and their fluorescence emission and excitation spectra.
Fil: Rivarola, Claudia Rosana. Universidad Nacional de Río Cuarto; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
Fil: Chesta, Carlos Alberto. Universidad Nacional de Río Cuarto; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
Fil: Previtali, Carlos Mario. Universidad Nacional de Río Cuarto; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
description The quenching of the excited singlet of indole and its methyl derivatives by monosubstituted benzenes has been studied in three solvents of different polarities and bimolecular quenching rate constants have been determined. Below the diffusion limit the rate constants decrease when solvent polarity increases, with the exception of those for the quenching by benzonitrile. For the latter the rate constants are near the diffusion limit in all cases. The decrease may be understood in terms of a lower energy of the indole excited state in the more polar solvents. In cyclohexane the remnant emission in the presence of high concentration of the quencher is clearly red shifted, indicating the presence of a new emitting species that can be ascribed to the presence of an exciplex. In some cases the emission of the exciplex can be clearly separated from the molecular fluorescence. In the quenching by chlorobenzene in ethyl acetate and acetonitrile a new highly fluorescent product is formed. This photoreaction is observed with all the indole derivatives and the kinetics of the reaction was followed by the increase in fluorescence intensity at a wavelength were the reactants do not emit. Three major products were identified as phenyl substituted indoles by GC-MS and their fluorescence emission and excitation spectra.
publishDate 2003
dc.date.none.fl_str_mv 2003-08
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/publishedVersion
http://purl.org/coar/resource_type/c_6501
info:ar-repo/semantics/articulo
format article
status_str publishedVersion
dc.identifier.none.fl_str_mv http://hdl.handle.net/11336/100186
Rivarola, Claudia Rosana; Chesta, Carlos Alberto; Previtali, Carlos Mario; The quenching of indolic compounds by monosubstituted benzenes and the photoreaction with chlorobenzene; Royal Society of Chemistry; Photochemical and Photobiological Sciences; 2; 8; 8-2003; 893-897
1474-905X
CONICET Digital
CONICET
url http://hdl.handle.net/11336/100186
identifier_str_mv Rivarola, Claudia Rosana; Chesta, Carlos Alberto; Previtali, Carlos Mario; The quenching of indolic compounds by monosubstituted benzenes and the photoreaction with chlorobenzene; Royal Society of Chemistry; Photochemical and Photobiological Sciences; 2; 8; 8-2003; 893-897
1474-905X
CONICET Digital
CONICET
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/doi/10.1039/b301278f
info:eu-repo/semantics/altIdentifier/url/https://pubs.rsc.org/en/content/articlelanding/2003/PP/b301278f
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
eu_rights_str_mv openAccess
rights_invalid_str_mv https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
dc.format.none.fl_str_mv application/pdf
application/pdf
dc.publisher.none.fl_str_mv Royal Society of Chemistry
publisher.none.fl_str_mv Royal Society of Chemistry
dc.source.none.fl_str_mv reponame:CONICET Digital (CONICET)
instname:Consejo Nacional de Investigaciones Científicas y Técnicas
reponame_str CONICET Digital (CONICET)
collection CONICET Digital (CONICET)
instname_str Consejo Nacional de Investigaciones Científicas y Técnicas
repository.name.fl_str_mv CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicas
repository.mail.fl_str_mv dasensio@conicet.gov.ar; lcarlino@conicet.gov.ar
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score 12.982451

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