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dc.contributor.author
Paez Jerez, Ana Laura
dc.contributor.author
Alonso de Armiño, Diego Javier
dc.contributor.author
Robles, Norma Lis
dc.date.available
2018-04-27T18:04:31Z
dc.date.issued
2015-10
dc.identifier.citation
Paez Jerez, Ana Laura; Alonso de Armiño, Diego Javier; Robles, Norma Lis; Synthesis and characterization of o-fluorosulfinylaniline: A comparative vibrational study of fluorinated sulfinylaniline series; Royal Society of Chemistry; New Journal of Chemistry; 39; 12; 10-2015; 9894-9902
dc.identifier.issn
1144-0546
dc.identifier.uri
http://hdl.handle.net/11336/43672
dc.description.abstract
The synthesis of o-fluorosulfinylaniline is reported with the aim to complete the fluorinated sulfinylaniline series. The FT-IR and Raman spectra of o-fluorosulfinylaniline are recorded and the fundamental modes of its vibrational frequencies are assigned together with a tentative assignment of the NMR and mass spectra. Quantum chemical calculations on the optimized geometry predict in the liquid phase a planar structure with syn orientation of the –N[double bond, length as m-dash]S[double bond, length as m-dash]O moiety (syn of the S[double bond, length as m-dash]O double bond relative to the C–N single bond), which belongs to the CS symmetry group. The experimentally observed spectral data (FT-IR, Raman, 1H and 13C and GC-mass spectrometry) of the title compound are compared with those obtained theoretically from DFT calculations and the gauge including atomic orbital (GIAO) method. Vibrational frequencies were assigned with the aid of anharmonic variational methods (VSCF) obtaining a significantly better agreement with experiment than with simple harmonic oscillator methods. Moreover, stability of the molecule arising from hyperconjugative interactions and charge delocalization has been analyzed using natural bond orbital (NBO) analysis.
dc.format
application/pdf
dc.language.iso
eng
dc.publisher
Royal Society of Chemistry
dc.rights
info:eu-repo/semantics/openAccess
dc.rights.uri
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
dc.subject
O-Fluorosulfinylaniline
dc.subject
Synthesis
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Vibrational Spectroscopy
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Substituent Influence
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Otras Ciencias Químicas
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Ciencias Químicas
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CIENCIAS NATURALES Y EXACTAS
dc.title
Synthesis and characterization of o-fluorosulfinylaniline: A comparative vibrational study of fluorinated sulfinylaniline series
dc.type
info:eu-repo/semantics/article
dc.type
info:ar-repo/semantics/artículo
dc.type
info:eu-repo/semantics/publishedVersion
dc.date.updated
2018-04-23T19:55:34Z
dc.journal.volume
39
dc.journal.number
12
dc.journal.pagination
9894-9902
dc.journal.pais
Reino Unido
dc.journal.ciudad
Cambridge
dc.description.fil
Fil: Paez Jerez, Ana Laura. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Tucumán. Instituto de Química del Noroeste. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia. Instituto de Química del Noroeste; Argentina
dc.description.fil
Fil: Alonso de Armiño, Diego Javier. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Tucumán. Instituto Superior de Investigaciones Biológicas. Universidad Nacional de Tucumán. Instituto Superior de Investigaciones Biológicas; Argentina
dc.description.fil
Fil: Robles, Norma Lis. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Tucumán. Instituto de Química del Noroeste. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia. Instituto de Química del Noroeste; Argentina
dc.journal.title
New Journal of Chemistry
dc.relation.alternativeid
info:eu-repo/semantics/altIdentifier/doi/https://dx.doi.org/10.1039/C5NJ02252E
dc.relation.alternativeid
info:eu-repo/semantics/altIdentifier/url/http://pubs.rsc.org/en/Content/ArticleLanding/2015/NJ/C5NJ02252E#!divAbstract
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