Preparation and properties of two novel selenoacetic acids: HCF 2C(O)SeH and ClCF 2C(O)SeH

Autores
Gómez Castaño, Jovanny Arles; Romano, Rosana Mariel; Beckers, Helmut; Willner, Helge; Della Vedova, Carlos Omar
Año de publicación
2012
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
The novel selenocarboxylic Se-acids, HCF 2C(O)SeH and ClCF 2C(O)SeH, were prepared by treating the corresponding carboxylic acids with Woollins' reagent. The boiling points were extrapolated from the vapor pressure curves to be 364 and 359 K for HCF 2C(O)SeH and ClCF 2C(O)SeH, respectively. Both compounds are unstable at ambient temperatures and decompose to the corresponding seleno anhydrides and release of H2Se. Hydrolysis results in formation of the carboxylic acids and hydrogen selenide, while diselenides presumably are obtained by oxidation. The conformational properties of these acids were studied by vibrational spectroscopy in combination with ab initio and DFT methods. IR vapor-phase spectra, Raman spectra of the neat liquids, and IR spectra of the Ar-matrix-isolated compounds deposited at two different nozzle temperatures were interpreted in terms of quenching conformational equilibria. The most stable structure of both acids was found to be syn-gauche in equilibrium with a second anti-syn form in HCF 2C(O)SeH and with another two conformers, anti-gauche and anti-syn, in ClCF 2C(O)SeH. © 2012 American Chemical Society.
Fil: Gómez Castaño, Jovanny Arles. Universidad Pedagogica y Tecnológica de Colombia. Facultad de Ciencias; Colombia. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Centro de Química Inorgánica "Dr. Pedro J. Aymonino". Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Centro de Química Inorgánica "Dr. Pedro J. Aymonino"; Argentina
Fil: Romano, Rosana Mariel. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Centro de Química Inorgánica "Dr. Pedro J. Aymonino". Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Centro de Química Inorgánica "Dr. Pedro J. Aymonino"; Argentina
Fil: Beckers, Helmut. Bergische Universitat Wuppertal; Alemania
Fil: Willner, Helge. Bergische Universität Wuppertal; Alemania
Fil: Della Vedova, Carlos Omar. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Centro de Química Inorgánica "Dr. Pedro J. Aymonino". Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Centro de Química Inorgánica "Dr. Pedro J. Aymonino"; Argentina. Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Departamento de Química. Laboratorio de Servicios a la Industria y al Sistema Científico; Argentina
Materia
IR Spectroscopy
Matrix isolation
Selenium
Photochemistry
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:11336/152064
Acceder
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oai_identifier_str oai:ri.conicet.gov.ar:11336/152064
network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling Preparation and properties of two novel selenoacetic acids: HCF 2C(O)SeH and ClCF 2C(O)SeHGómez Castaño, Jovanny ArlesRomano, Rosana MarielBeckers, HelmutWillner, HelgeDella Vedova, Carlos OmarIR SpectroscopyMatrix isolationSeleniumPhotochemistryhttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1The novel selenocarboxylic Se-acids, HCF 2C(O)SeH and ClCF 2C(O)SeH, were prepared by treating the corresponding carboxylic acids with Woollins' reagent. The boiling points were extrapolated from the vapor pressure curves to be 364 and 359 K for HCF 2C(O)SeH and ClCF 2C(O)SeH, respectively. Both compounds are unstable at ambient temperatures and decompose to the corresponding seleno anhydrides and release of H2Se. Hydrolysis results in formation of the carboxylic acids and hydrogen selenide, while diselenides presumably are obtained by oxidation. The conformational properties of these acids were studied by vibrational spectroscopy in combination with ab initio and DFT methods. IR vapor-phase spectra, Raman spectra of the neat liquids, and IR spectra of the Ar-matrix-isolated compounds deposited at two different nozzle temperatures were interpreted in terms of quenching conformational equilibria. The most stable structure of both acids was found to be syn-gauche in equilibrium with a second anti-syn form in HCF 2C(O)SeH and with another two conformers, anti-gauche and anti-syn, in ClCF 2C(O)SeH. © 2012 American Chemical Society.Fil: Gómez Castaño, Jovanny Arles. Universidad Pedagogica y Tecnológica de Colombia. Facultad de Ciencias; Colombia. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Centro de Química Inorgánica "Dr. Pedro J. Aymonino". Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Centro de Química Inorgánica "Dr. Pedro J. Aymonino"; ArgentinaFil: Romano, Rosana Mariel. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Centro de Química Inorgánica "Dr. Pedro J. Aymonino". Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Centro de Química Inorgánica "Dr. Pedro J. Aymonino"; ArgentinaFil: Beckers, Helmut. Bergische Universitat Wuppertal; AlemaniaFil: Willner, Helge. Bergische Universität Wuppertal; AlemaniaFil: Della Vedova, Carlos Omar. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Centro de Química Inorgánica "Dr. Pedro J. Aymonino". Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Centro de Química Inorgánica "Dr. Pedro J. Aymonino"; Argentina. Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Departamento de Química. Laboratorio de Servicios a la Industria y al Sistema Científico; ArgentinaAmerican Chemical Society2012-02-03info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/152064Gómez Castaño, Jovanny Arles; Romano, Rosana Mariel; Beckers, Helmut; Willner, Helge; Della Vedova, Carlos Omar; Preparation and properties of two novel selenoacetic acids: HCF 2C(O)SeH and ClCF 2C(O)SeH; American Chemical Society; Inorganic Chemistry; 51; 4; 03-2-2012; 2608-26150020-16691520-510XCONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/doi/10.1021/ic202572ninfo:eu-repo/semantics/altIdentifier/url/https://pubs.acs.org/doi/abs/10.1021/ic202572n?mobileUi=0info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-10-15T15:22:50Zoai:ri.conicet.gov.ar:11336/152064instacron: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:34982025-10-15 15:22:50.344CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Preparation and properties of two novel selenoacetic acids: HCF 2C(O)SeH and ClCF 2C(O)SeH
title Preparation and properties of two novel selenoacetic acids: HCF 2C(O)SeH and ClCF 2C(O)SeH
spellingShingle Preparation and properties of two novel selenoacetic acids: HCF 2C(O)SeH and ClCF 2C(O)SeH
Gómez Castaño, Jovanny Arles
IR Spectroscopy
Matrix isolation
Selenium
Photochemistry
title_short Preparation and properties of two novel selenoacetic acids: HCF 2C(O)SeH and ClCF 2C(O)SeH
title_full Preparation and properties of two novel selenoacetic acids: HCF 2C(O)SeH and ClCF 2C(O)SeH
title_fullStr Preparation and properties of two novel selenoacetic acids: HCF 2C(O)SeH and ClCF 2C(O)SeH
title_full_unstemmed Preparation and properties of two novel selenoacetic acids: HCF 2C(O)SeH and ClCF 2C(O)SeH
title_sort Preparation and properties of two novel selenoacetic acids: HCF 2C(O)SeH and ClCF 2C(O)SeH
dc.creator.none.fl_str_mv Gómez Castaño, Jovanny Arles
Romano, Rosana Mariel
Beckers, Helmut
Willner, Helge
Della Vedova, Carlos Omar
author Gómez Castaño, Jovanny Arles
author_facet Gómez Castaño, Jovanny Arles
Romano, Rosana Mariel
Beckers, Helmut
Willner, Helge
Della Vedova, Carlos Omar
author_role author
author2 Romano, Rosana Mariel
Beckers, Helmut
Willner, Helge
Della Vedova, Carlos Omar
author2_role author
author
author
author
dc.subject.none.fl_str_mv IR Spectroscopy
Matrix isolation
Selenium
Photochemistry
topic IR Spectroscopy
Matrix isolation
Selenium
Photochemistry
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 novel selenocarboxylic Se-acids, HCF 2C(O)SeH and ClCF 2C(O)SeH, were prepared by treating the corresponding carboxylic acids with Woollins' reagent. The boiling points were extrapolated from the vapor pressure curves to be 364 and 359 K for HCF 2C(O)SeH and ClCF 2C(O)SeH, respectively. Both compounds are unstable at ambient temperatures and decompose to the corresponding seleno anhydrides and release of H2Se. Hydrolysis results in formation of the carboxylic acids and hydrogen selenide, while diselenides presumably are obtained by oxidation. The conformational properties of these acids were studied by vibrational spectroscopy in combination with ab initio and DFT methods. IR vapor-phase spectra, Raman spectra of the neat liquids, and IR spectra of the Ar-matrix-isolated compounds deposited at two different nozzle temperatures were interpreted in terms of quenching conformational equilibria. The most stable structure of both acids was found to be syn-gauche in equilibrium with a second anti-syn form in HCF 2C(O)SeH and with another two conformers, anti-gauche and anti-syn, in ClCF 2C(O)SeH. © 2012 American Chemical Society.
Fil: Gómez Castaño, Jovanny Arles. Universidad Pedagogica y Tecnológica de Colombia. Facultad de Ciencias; Colombia. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Centro de Química Inorgánica "Dr. Pedro J. Aymonino". Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Centro de Química Inorgánica "Dr. Pedro J. Aymonino"; Argentina
Fil: Romano, Rosana Mariel. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Centro de Química Inorgánica "Dr. Pedro J. Aymonino". Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Centro de Química Inorgánica "Dr. Pedro J. Aymonino"; Argentina
Fil: Beckers, Helmut. Bergische Universitat Wuppertal; Alemania
Fil: Willner, Helge. Bergische Universität Wuppertal; Alemania
Fil: Della Vedova, Carlos Omar. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Centro de Química Inorgánica "Dr. Pedro J. Aymonino". Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Centro de Química Inorgánica "Dr. Pedro J. Aymonino"; Argentina. Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Departamento de Química. Laboratorio de Servicios a la Industria y al Sistema Científico; Argentina
description The novel selenocarboxylic Se-acids, HCF 2C(O)SeH and ClCF 2C(O)SeH, were prepared by treating the corresponding carboxylic acids with Woollins' reagent. The boiling points were extrapolated from the vapor pressure curves to be 364 and 359 K for HCF 2C(O)SeH and ClCF 2C(O)SeH, respectively. Both compounds are unstable at ambient temperatures and decompose to the corresponding seleno anhydrides and release of H2Se. Hydrolysis results in formation of the carboxylic acids and hydrogen selenide, while diselenides presumably are obtained by oxidation. The conformational properties of these acids were studied by vibrational spectroscopy in combination with ab initio and DFT methods. IR vapor-phase spectra, Raman spectra of the neat liquids, and IR spectra of the Ar-matrix-isolated compounds deposited at two different nozzle temperatures were interpreted in terms of quenching conformational equilibria. The most stable structure of both acids was found to be syn-gauche in equilibrium with a second anti-syn form in HCF 2C(O)SeH and with another two conformers, anti-gauche and anti-syn, in ClCF 2C(O)SeH. © 2012 American Chemical Society.
publishDate 2012
dc.date.none.fl_str_mv 2012-02-03
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/11336/152064
Gómez Castaño, Jovanny Arles; Romano, Rosana Mariel; Beckers, Helmut; Willner, Helge; Della Vedova, Carlos Omar; Preparation and properties of two novel selenoacetic acids: HCF 2C(O)SeH and ClCF 2C(O)SeH; American Chemical Society; Inorganic Chemistry; 51; 4; 03-2-2012; 2608-2615
0020-1669
1520-510X
CONICET Digital
CONICET
url http://hdl.handle.net/11336/152064
identifier_str_mv Gómez Castaño, Jovanny Arles; Romano, Rosana Mariel; Beckers, Helmut; Willner, Helge; Della Vedova, Carlos Omar; Preparation and properties of two novel selenoacetic acids: HCF 2C(O)SeH and ClCF 2C(O)SeH; American Chemical Society; Inorganic Chemistry; 51; 4; 03-2-2012; 2608-2615
0020-1669
1520-510X
CONICET Digital
CONICET
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/doi/10.1021/ic202572n
info:eu-repo/semantics/altIdentifier/url/https://pubs.acs.org/doi/abs/10.1021/ic202572n?mobileUi=0
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
application/pdf
dc.publisher.none.fl_str_mv American Chemical Society
publisher.none.fl_str_mv American Chemical Society
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 13.22299

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