Synthesis, conformational and NQR analysis of phosphoric triamides containing the P(O)[N] 3 skeleton

Autores
Shariatinia, Zahra; Della Védova, Carlos Omar; Erben, Mauricio Federico; Tavasolinasab, Vahid; Gholivand, Khodayar
Año de publicación
2012
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
New phosphoric triamides with general formula P(O)X 3 where X = N-4-methylpiperazinyl (1), N-4-phenylpiperazinyl (2), N-4-ethoxycarbonyl piperazinyl (3), N-2-tetrahydrofurfuryl (4) were synthesized and characterized by 1H, 13C, 31P NMR, IR, Mass spectroscopy and elemental analysis. The molecular structure for compounds 1-4 were obtained by using quantum chemical calculations (HF and B3LYP methods with the 6-31+G ** basis set). Moreover, optimized structures for previously reported 4-FC 6H 4C(O)NHP(O)X 2 phosphoric triamides, X = pyrrolidin-1-yl (5), piperidin-1-yl (6) and hexamethyleneimin-1-yl (7) were obtained using the solid state structure (CIF files) as a starting point for the gas phase computation in which all independent molecules in structures 6 (seven structures) and 7 (two structures) were included. The computed results were in good agreement with the data obtained from the X-ray crystal structures reported earlier. The nuclear quadrupole coupling constants (NQCCs or χs) were calculated about 5.0 and 10.0 MHz for the 17O atoms of PO and CO bonds. For nitrogen atoms bonded to the phosphorus the NQCCs were found in the range between 4.0 and 5.5 MHz, whereas for compounds 4-7, the expected values for amidic hydrogen atoms are near 300 kHz.
Fil: Shariatinia, Zahra. Amirkabir University of Technology. Departament of Chemistry; Irán
Fil: Della Védova, 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
Fil: Erben, Mauricio Federico. 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: Tavasolinasab, Vahid. Amirkabir University of Technology. Departament of Chemistry; Irán
Fil: Gholivand, Khodayar. Tarbiat Modares University. Department of Chemistry; Irán
Materia
Ab Initio Computations
Nmr
Nqr
Phosphoric Triamide
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:11336/81883
Acceder
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oai_identifier_str oai:ri.conicet.gov.ar:11336/81883
network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling Synthesis, conformational and NQR analysis of phosphoric triamides containing the P(O)[N] 3 skeletonShariatinia, ZahraDella Védova, Carlos OmarErben, Mauricio FedericoTavasolinasab, VahidGholivand, KhodayarAb Initio ComputationsNmrNqrPhosphoric Triamidehttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1New phosphoric triamides with general formula P(O)X 3 where X = N-4-methylpiperazinyl (1), N-4-phenylpiperazinyl (2), N-4-ethoxycarbonyl piperazinyl (3), N-2-tetrahydrofurfuryl (4) were synthesized and characterized by 1H, 13C, 31P NMR, IR, Mass spectroscopy and elemental analysis. The molecular structure for compounds 1-4 were obtained by using quantum chemical calculations (HF and B3LYP methods with the 6-31+G ** basis set). Moreover, optimized structures for previously reported 4-FC 6H 4C(O)NHP(O)X 2 phosphoric triamides, X = pyrrolidin-1-yl (5), piperidin-1-yl (6) and hexamethyleneimin-1-yl (7) were obtained using the solid state structure (CIF files) as a starting point for the gas phase computation in which all independent molecules in structures 6 (seven structures) and 7 (two structures) were included. The computed results were in good agreement with the data obtained from the X-ray crystal structures reported earlier. The nuclear quadrupole coupling constants (NQCCs or χs) were calculated about 5.0 and 10.0 MHz for the 17O atoms of PO and CO bonds. For nitrogen atoms bonded to the phosphorus the NQCCs were found in the range between 4.0 and 5.5 MHz, whereas for compounds 4-7, the expected values for amidic hydrogen atoms are near 300 kHz.Fil: Shariatinia, Zahra. Amirkabir University of Technology. Departament of Chemistry; IránFil: Della Védova, 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"; ArgentinaFil: Erben, Mauricio Federico. 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: Tavasolinasab, Vahid. Amirkabir University of Technology. Departament of Chemistry; IránFil: Gholivand, Khodayar. Tarbiat Modares University. Department of Chemistry; IránElsevier Science2012-09info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/81883Shariatinia, Zahra; Della Védova, Carlos Omar; Erben, Mauricio Federico; Tavasolinasab, Vahid; Gholivand, Khodayar; Synthesis, conformational and NQR analysis of phosphoric triamides containing the P(O)[N] 3 skeleton; Elsevier Science; Journal of Molecular Structure; 1023; 9-2012; 18-240022-2860CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/url/https://www.sciencedirect.com/science/article/pii/S0022286012002785info:eu-repo/semantics/altIdentifier/doi/10.1016/j.molstruc.2012.03.045info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-nd/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-03T09:49:33Zoai:ri.conicet.gov.ar:11336/81883instacron: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:34982025-09-03 09:49:33.917CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Synthesis, conformational and NQR analysis of phosphoric triamides containing the P(O)[N] 3 skeleton
title Synthesis, conformational and NQR analysis of phosphoric triamides containing the P(O)[N] 3 skeleton
spellingShingle Synthesis, conformational and NQR analysis of phosphoric triamides containing the P(O)[N] 3 skeleton
Shariatinia, Zahra
Ab Initio Computations
Nmr
Nqr
Phosphoric Triamide
title_short Synthesis, conformational and NQR analysis of phosphoric triamides containing the P(O)[N] 3 skeleton
title_full Synthesis, conformational and NQR analysis of phosphoric triamides containing the P(O)[N] 3 skeleton
title_fullStr Synthesis, conformational and NQR analysis of phosphoric triamides containing the P(O)[N] 3 skeleton
title_full_unstemmed Synthesis, conformational and NQR analysis of phosphoric triamides containing the P(O)[N] 3 skeleton
title_sort Synthesis, conformational and NQR analysis of phosphoric triamides containing the P(O)[N] 3 skeleton
dc.creator.none.fl_str_mv Shariatinia, Zahra
Della Védova, Carlos Omar
Erben, Mauricio Federico
Tavasolinasab, Vahid
Gholivand, Khodayar
author Shariatinia, Zahra
author_facet Shariatinia, Zahra
Della Védova, Carlos Omar
Erben, Mauricio Federico
Tavasolinasab, Vahid
Gholivand, Khodayar
author_role author
author2 Della Védova, Carlos Omar
Erben, Mauricio Federico
Tavasolinasab, Vahid
Gholivand, Khodayar
author2_role author
author
author
author
dc.subject.none.fl_str_mv Ab Initio Computations
Nmr
Nqr
Phosphoric Triamide
topic Ab Initio Computations
Nmr
Nqr
Phosphoric Triamide
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv New phosphoric triamides with general formula P(O)X 3 where X = N-4-methylpiperazinyl (1), N-4-phenylpiperazinyl (2), N-4-ethoxycarbonyl piperazinyl (3), N-2-tetrahydrofurfuryl (4) were synthesized and characterized by 1H, 13C, 31P NMR, IR, Mass spectroscopy and elemental analysis. The molecular structure for compounds 1-4 were obtained by using quantum chemical calculations (HF and B3LYP methods with the 6-31+G ** basis set). Moreover, optimized structures for previously reported 4-FC 6H 4C(O)NHP(O)X 2 phosphoric triamides, X = pyrrolidin-1-yl (5), piperidin-1-yl (6) and hexamethyleneimin-1-yl (7) were obtained using the solid state structure (CIF files) as a starting point for the gas phase computation in which all independent molecules in structures 6 (seven structures) and 7 (two structures) were included. The computed results were in good agreement with the data obtained from the X-ray crystal structures reported earlier. The nuclear quadrupole coupling constants (NQCCs or χs) were calculated about 5.0 and 10.0 MHz for the 17O atoms of PO and CO bonds. For nitrogen atoms bonded to the phosphorus the NQCCs were found in the range between 4.0 and 5.5 MHz, whereas for compounds 4-7, the expected values for amidic hydrogen atoms are near 300 kHz.
Fil: Shariatinia, Zahra. Amirkabir University of Technology. Departament of Chemistry; Irán
Fil: Della Védova, 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
Fil: Erben, Mauricio Federico. 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: Tavasolinasab, Vahid. Amirkabir University of Technology. Departament of Chemistry; Irán
Fil: Gholivand, Khodayar. Tarbiat Modares University. Department of Chemistry; Irán
description New phosphoric triamides with general formula P(O)X 3 where X = N-4-methylpiperazinyl (1), N-4-phenylpiperazinyl (2), N-4-ethoxycarbonyl piperazinyl (3), N-2-tetrahydrofurfuryl (4) were synthesized and characterized by 1H, 13C, 31P NMR, IR, Mass spectroscopy and elemental analysis. The molecular structure for compounds 1-4 were obtained by using quantum chemical calculations (HF and B3LYP methods with the 6-31+G ** basis set). Moreover, optimized structures for previously reported 4-FC 6H 4C(O)NHP(O)X 2 phosphoric triamides, X = pyrrolidin-1-yl (5), piperidin-1-yl (6) and hexamethyleneimin-1-yl (7) were obtained using the solid state structure (CIF files) as a starting point for the gas phase computation in which all independent molecules in structures 6 (seven structures) and 7 (two structures) were included. The computed results were in good agreement with the data obtained from the X-ray crystal structures reported earlier. The nuclear quadrupole coupling constants (NQCCs or χs) were calculated about 5.0 and 10.0 MHz for the 17O atoms of PO and CO bonds. For nitrogen atoms bonded to the phosphorus the NQCCs were found in the range between 4.0 and 5.5 MHz, whereas for compounds 4-7, the expected values for amidic hydrogen atoms are near 300 kHz.
publishDate 2012
dc.date.none.fl_str_mv 2012-09
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/11336/81883
Shariatinia, Zahra; Della Védova, Carlos Omar; Erben, Mauricio Federico; Tavasolinasab, Vahid; Gholivand, Khodayar; Synthesis, conformational and NQR analysis of phosphoric triamides containing the P(O)[N] 3 skeleton; Elsevier Science; Journal of Molecular Structure; 1023; 9-2012; 18-24
0022-2860
CONICET Digital
CONICET
url http://hdl.handle.net/11336/81883
identifier_str_mv Shariatinia, Zahra; Della Védova, Carlos Omar; Erben, Mauricio Federico; Tavasolinasab, Vahid; Gholivand, Khodayar; Synthesis, conformational and NQR analysis of phosphoric triamides containing the P(O)[N] 3 skeleton; Elsevier Science; Journal of Molecular Structure; 1023; 9-2012; 18-24
0022-2860
CONICET Digital
CONICET
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/url/https://www.sciencedirect.com/science/article/pii/S0022286012002785
info:eu-repo/semantics/altIdentifier/doi/10.1016/j.molstruc.2012.03.045
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
dc.publisher.none.fl_str_mv Elsevier Science
publisher.none.fl_str_mv Elsevier Science
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 13.13397

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