Rotational Characterization of an n → π* Interaction in a Pyridine–Formaldehyde Adduct

The rotational spectrum of the pyridine–formaldehyde adduct generated in a supersonic expansion has been analyzed using Fourier transform microwave spectroscopy. The spectrum shows the quadrupole coupling hyperfine structure due to the presence of 14N. The spectra of the parent, 13C and 15N isotopol...

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Detalles Bibliográficos
Autores: Blanco Rodríguez, Susana, López Alonso, Juan Carlos
Tipo de recurso: artículo
Estado:Versión borrador
Fecha de publicación:2018
País:España
Institución:Universidad de Valladolid
Repositorio:UVaDOC. Repositorio Documental de la Universidad de Valladolid
OAI Identifier:oai:uvadoc.uva.es:10324/46299
Acceso en línea:https://doi.org/10.1021/acs.jpclett.8b01719
http://uvadoc.uva.es/handle/10324/46299
Access Level:acceso abierto
Palabra clave:Espectroscopía de rotación
Quimica
rotational spectroscopy
structure
non covalent interaction
n - pi interaction
pyridine - formaldehyde
molecular complexes
23 Química
2301.13 Espectroscopia de Microondas
2307 Química Física
id ES_b4deaf25fa5cd88b936b9fd5d52ac0e2
oai_identifier_str oai:uvadoc.uva.es:10324/46299
network_acronym_str ES
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repository_id_str
spelling Rotational Characterization of an n → π* Interaction in a Pyridine–Formaldehyde AdductBlanco Rodríguez, SusanaLópez Alonso, Juan CarlosEspectroscopía de rotaciónQuimicarotational spectroscopystructurenon covalent interactionn - pi interactionpyridine - formaldehydemolecular complexes23 Química2301.13 Espectroscopia de Microondas2307 Química FísicaThe rotational spectrum of the pyridine–formaldehyde adduct generated in a supersonic expansion has been analyzed using Fourier transform microwave spectroscopy. The spectrum shows the quadrupole coupling hyperfine structure due to the presence of 14N. The spectra of the parent, 13C and 15N isotopologues have been observed to investigate its structure. The complex shows a Cs symmetry with the plane of pyridine bisecting the <HCH angle of formaldehyde and the N atom located along the Bürgi-Dunitz trajectory of nucleophile addition to a carbonyl group (r(N-C)=2.855(4) Å, <NC=O=102.8(6)º). From this structure and with the help of ab initio computations and natural bond orbital analysis it is shown unambiguously that pyridine links to formaldehyde, the smallest molecule bearing a carbonyl group, through an n->pi* interaction together with a weak C-H...O bond.Ministerio de economia, industria y competitividad CTQ2016-75253-PAmerican Chemical Society2018info:eu-repo/semantics/articleinfo:eu-repo/semantics/draftapplication/pdfhttps://doi.org/10.1021/acs.jpclett.8b01719http://uvadoc.uva.es/handle/10324/46299reponame:UVaDOC. Repositorio Documental de la Universidad de Valladolidinstname:Universidad de ValladolidEspañolhttps://pubs.acs.org/doi/10.1021/acs.jpclett.8b01719info:eu-repo/semantics/openAccessoai:uvadoc.uva.es:10324/462992026-06-13T12:44:47Z
dc.title.none.fl_str_mv Rotational Characterization of an n → π* Interaction in a Pyridine–Formaldehyde Adduct
title Rotational Characterization of an n → π* Interaction in a Pyridine–Formaldehyde Adduct
spellingShingle Rotational Characterization of an n → π* Interaction in a Pyridine–Formaldehyde Adduct
Blanco Rodríguez, Susana
Espectroscopía de rotación
Quimica
rotational spectroscopy
structure
non covalent interaction
n - pi interaction
pyridine - formaldehyde
molecular complexes
23 Química
2301.13 Espectroscopia de Microondas
2307 Química Física
title_short Rotational Characterization of an n → π* Interaction in a Pyridine–Formaldehyde Adduct
title_full Rotational Characterization of an n → π* Interaction in a Pyridine–Formaldehyde Adduct
title_fullStr Rotational Characterization of an n → π* Interaction in a Pyridine–Formaldehyde Adduct
title_full_unstemmed Rotational Characterization of an n → π* Interaction in a Pyridine–Formaldehyde Adduct
title_sort Rotational Characterization of an n → π* Interaction in a Pyridine–Formaldehyde Adduct
dc.creator.none.fl_str_mv Blanco Rodríguez, Susana
López Alonso, Juan Carlos
author Blanco Rodríguez, Susana
author_facet Blanco Rodríguez, Susana
López Alonso, Juan Carlos
author_role author
author2 López Alonso, Juan Carlos
author2_role author
dc.subject.none.fl_str_mv Espectroscopía de rotación
Quimica
rotational spectroscopy
structure
non covalent interaction
n - pi interaction
pyridine - formaldehyde
molecular complexes
23 Química
2301.13 Espectroscopia de Microondas
2307 Química Física
topic Espectroscopía de rotación
Quimica
rotational spectroscopy
structure
non covalent interaction
n - pi interaction
pyridine - formaldehyde
molecular complexes
23 Química
2301.13 Espectroscopia de Microondas
2307 Química Física
description The rotational spectrum of the pyridine–formaldehyde adduct generated in a supersonic expansion has been analyzed using Fourier transform microwave spectroscopy. The spectrum shows the quadrupole coupling hyperfine structure due to the presence of 14N. The spectra of the parent, 13C and 15N isotopologues have been observed to investigate its structure. The complex shows a Cs symmetry with the plane of pyridine bisecting the <HCH angle of formaldehyde and the N atom located along the Bürgi-Dunitz trajectory of nucleophile addition to a carbonyl group (r(N-C)=2.855(4) Å, <NC=O=102.8(6)º). From this structure and with the help of ab initio computations and natural bond orbital analysis it is shown unambiguously that pyridine links to formaldehyde, the smallest molecule bearing a carbonyl group, through an n->pi* interaction together with a weak C-H...O bond.
publishDate 2018
dc.date.none.fl_str_mv 2018
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/draft
format article
status_str draft
dc.identifier.none.fl_str_mv https://doi.org/10.1021/acs.jpclett.8b01719
http://uvadoc.uva.es/handle/10324/46299
url https://doi.org/10.1021/acs.jpclett.8b01719
http://uvadoc.uva.es/handle/10324/46299
dc.language.none.fl_str_mv Español
language_invalid_str_mv Español
dc.relation.none.fl_str_mv https://pubs.acs.org/doi/10.1021/acs.jpclett.8b01719
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv 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:UVaDOC. Repositorio Documental de la Universidad de Valladolid
instname:Universidad de Valladolid
instname_str Universidad de Valladolid
reponame_str UVaDOC. Repositorio Documental de la Universidad de Valladolid
collection UVaDOC. Repositorio Documental de la Universidad de Valladolid
repository.name.fl_str_mv
repository.mail.fl_str_mv
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score 15,301629

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