2026-05-05T23:38:10Zhttps://uvadoc.uva.es/oai/requestoai:uvadoc.uva.es:10324/462992021-06-23T11:56:48Zcom_10324_1186com_10324_931com_10324_894col_10324_1404
Rotational Characterization of an n → π* Interaction in a Pyridine–Formaldehyde Adduct
Blanco Rodríguez, Susana
López Alonso, Juan Carlos
Espectroscopía de rotación
Quimica
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.
2021-04-20
2021-04-20
2018
info:eu-repo/semantics/article
The Journal of Physical Chemistry Letters, 2018, 9, 4632-4637
1948-7185
http://uvadoc.uva.es/handle/10324/46299
10.1021/acs.jpclett.8b01719
4632
16
4637
The Journal of Physical Chemistry Letters
9
spa
https://pubs.acs.org/doi/10.1021/acs.jpclett.8b01719
info:eu-repo/semantics/openAccess
American Chemical Society
American Chemical Society