Conformation and stereodynamics of 1,2-diaryltetrahydropyrimidine and of its five- and seven-membered ring analogs

Autores
Díaz, Jimena Estela; Gruber, Nadia; Lunazzi, Lodovico; Mazzanti, Andrea; Orelli, Liliana Raquel
Año de publicación
2011
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
The 1-(2-nitrophenyl)-2-(2-methylphenyl)-1,4,5,6-tetrahydropyrimidine and its five- and seven-membered ring analogs were synthesized and their conformational properties investigated by low temperature NMR spectroscopy and DFT theoretical calculations. Restricted rotation of the aryl substituents were observed in all cases and the corresponding barriers determined. In the case of the six-membered ring derivative the additional conformers resulting from a ring inversion process were also detected.
Fil: Díaz, Jimena Estela. Universidad de Buenos Aires. Facultad de Farmacia y Bioquímica. Departamento de Química Orgánica; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
Fil: Gruber, Nadia. Universidad de Buenos Aires. Facultad de Farmacia y Bioquímica. Departamento de Química Orgánica; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
Fil: Lunazzi, Lodovico. Universita Di Bologna; Italia
Fil: Mazzanti, Andrea. Universita Di Bologna; Italia
Fil: Orelli, Liliana Raquel. Universidad de Buenos Aires. Facultad de Farmacia y Bioquímica. Departamento de Química Orgánica; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
Materia
Nitrogen Heterocycles
Conformational Analysis
Axial Chirality
Dynamic Nmr
Dft Calculations
Nivel de accesibilidad
acceso abierto
Condiciones de uso
https://creativecommons.org/licenses/by-nc-nd/2.5/ar/
Repositorio
CONICET Digital (CONICET)
Institución
Consejo Nacional de Investigaciones Científicas y Técnicas
OAI Identificador
oai:ri.conicet.gov.ar:11336/16828
Acceder
id CONICETDig_4c9bc646bf9f1ffc659d431406776a59
oai_identifier_str oai:ri.conicet.gov.ar:11336/16828
network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling Conformation and stereodynamics of 1,2-diaryltetrahydropyrimidine and of its five- and seven-membered ring analogsDíaz, Jimena EstelaGruber, NadiaLunazzi, LodovicoMazzanti, AndreaOrelli, Liliana RaquelNitrogen HeterocyclesConformational AnalysisAxial ChiralityDynamic NmrDft Calculationshttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1The 1-(2-nitrophenyl)-2-(2-methylphenyl)-1,4,5,6-tetrahydropyrimidine and its five- and seven-membered ring analogs were synthesized and their conformational properties investigated by low temperature NMR spectroscopy and DFT theoretical calculations. Restricted rotation of the aryl substituents were observed in all cases and the corresponding barriers determined. In the case of the six-membered ring derivative the additional conformers resulting from a ring inversion process were also detected.Fil: Díaz, Jimena Estela. Universidad de Buenos Aires. Facultad de Farmacia y Bioquímica. Departamento de Química Orgánica; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; ArgentinaFil: Gruber, Nadia. Universidad de Buenos Aires. Facultad de Farmacia y Bioquímica. Departamento de Química Orgánica; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; ArgentinaFil: Lunazzi, Lodovico. Universita Di Bologna; ItaliaFil: Mazzanti, Andrea. Universita Di Bologna; ItaliaFil: Orelli, Liliana Raquel. Universidad de Buenos Aires. Facultad de Farmacia y Bioquímica. Departamento de Química Orgánica; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; ArgentinaElsevier2011-11info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/16828Díaz, Jimena Estela; Gruber, Nadia; Lunazzi, Lodovico; Mazzanti, Andrea; Orelli, Liliana Raquel; Conformation and stereodynamics of 1,2-diaryltetrahydropyrimidine and of its five- and seven-membered ring analogs; Elsevier; Tetrahedron; 67; 47; 11-2011; 9129-91330040-4020enginfo:eu-repo/semantics/altIdentifier/url/http://www.sciencedirect.com/science/article/pii/S004040201101461Xinfo:eu-repo/semantics/altIdentifier/doi/10.1016/j.tet.2011.09.091info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-nd/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-10-15T15:43:31Zoai:ri.conicet.gov.ar:11336/16828instacron: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 15:43:32.233CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Conformation and stereodynamics of 1,2-diaryltetrahydropyrimidine and of its five- and seven-membered ring analogs
title Conformation and stereodynamics of 1,2-diaryltetrahydropyrimidine and of its five- and seven-membered ring analogs
spellingShingle Conformation and stereodynamics of 1,2-diaryltetrahydropyrimidine and of its five- and seven-membered ring analogs
Díaz, Jimena Estela
Nitrogen Heterocycles
Conformational Analysis
Axial Chirality
Dynamic Nmr
Dft Calculations
title_short Conformation and stereodynamics of 1,2-diaryltetrahydropyrimidine and of its five- and seven-membered ring analogs
title_full Conformation and stereodynamics of 1,2-diaryltetrahydropyrimidine and of its five- and seven-membered ring analogs
title_fullStr Conformation and stereodynamics of 1,2-diaryltetrahydropyrimidine and of its five- and seven-membered ring analogs
title_full_unstemmed Conformation and stereodynamics of 1,2-diaryltetrahydropyrimidine and of its five- and seven-membered ring analogs
title_sort Conformation and stereodynamics of 1,2-diaryltetrahydropyrimidine and of its five- and seven-membered ring analogs
dc.creator.none.fl_str_mv Díaz, Jimena Estela
Gruber, Nadia
Lunazzi, Lodovico
Mazzanti, Andrea
Orelli, Liliana Raquel
author Díaz, Jimena Estela
author_facet Díaz, Jimena Estela
Gruber, Nadia
Lunazzi, Lodovico
Mazzanti, Andrea
Orelli, Liliana Raquel
author_role author
author2 Gruber, Nadia
Lunazzi, Lodovico
Mazzanti, Andrea
Orelli, Liliana Raquel
author2_role author
author
author
author
dc.subject.none.fl_str_mv Nitrogen Heterocycles
Conformational Analysis
Axial Chirality
Dynamic Nmr
Dft Calculations
topic Nitrogen Heterocycles
Conformational Analysis
Axial Chirality
Dynamic Nmr
Dft Calculations
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 1-(2-nitrophenyl)-2-(2-methylphenyl)-1,4,5,6-tetrahydropyrimidine and its five- and seven-membered ring analogs were synthesized and their conformational properties investigated by low temperature NMR spectroscopy and DFT theoretical calculations. Restricted rotation of the aryl substituents were observed in all cases and the corresponding barriers determined. In the case of the six-membered ring derivative the additional conformers resulting from a ring inversion process were also detected.
Fil: Díaz, Jimena Estela. Universidad de Buenos Aires. Facultad de Farmacia y Bioquímica. Departamento de Química Orgánica; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
Fil: Gruber, Nadia. Universidad de Buenos Aires. Facultad de Farmacia y Bioquímica. Departamento de Química Orgánica; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
Fil: Lunazzi, Lodovico. Universita Di Bologna; Italia
Fil: Mazzanti, Andrea. Universita Di Bologna; Italia
Fil: Orelli, Liliana Raquel. Universidad de Buenos Aires. Facultad de Farmacia y Bioquímica. Departamento de Química Orgánica; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
description The 1-(2-nitrophenyl)-2-(2-methylphenyl)-1,4,5,6-tetrahydropyrimidine and its five- and seven-membered ring analogs were synthesized and their conformational properties investigated by low temperature NMR spectroscopy and DFT theoretical calculations. Restricted rotation of the aryl substituents were observed in all cases and the corresponding barriers determined. In the case of the six-membered ring derivative the additional conformers resulting from a ring inversion process were also detected.
publishDate 2011
dc.date.none.fl_str_mv 2011-11
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/11336/16828
Díaz, Jimena Estela; Gruber, Nadia; Lunazzi, Lodovico; Mazzanti, Andrea; Orelli, Liliana Raquel; Conformation and stereodynamics of 1,2-diaryltetrahydropyrimidine and of its five- and seven-membered ring analogs; Elsevier; Tetrahedron; 67; 47; 11-2011; 9129-9133
0040-4020
url http://hdl.handle.net/11336/16828
identifier_str_mv Díaz, Jimena Estela; Gruber, Nadia; Lunazzi, Lodovico; Mazzanti, Andrea; Orelli, Liliana Raquel; Conformation and stereodynamics of 1,2-diaryltetrahydropyrimidine and of its five- and seven-membered ring analogs; Elsevier; Tetrahedron; 67; 47; 11-2011; 9129-9133
0040-4020
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/url/http://www.sciencedirect.com/science/article/pii/S004040201101461X
info:eu-repo/semantics/altIdentifier/doi/10.1016/j.tet.2011.09.091
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
https://creativecommons.org/licenses/by-nc-nd/2.5/ar/
eu_rights_str_mv openAccess
rights_invalid_str_mv https://creativecommons.org/licenses/by-nc-nd/2.5/ar/
dc.format.none.fl_str_mv application/pdf
application/pdf
application/pdf
application/pdf
dc.publisher.none.fl_str_mv Elsevier
publisher.none.fl_str_mv Elsevier
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
_version_ 1846083540446347264
score 13.22299

Publicaciones similares