How Aromatic Fluorination Exchanges the Interaction Role of Pyridine with Carbonyl Compounds: The Formaldehyde Adduct

he rotational spectrum of the weakly bound complex pentafluoropyridine···formaldehyde has been inves- tigated using Fourier transform microwave spectroscopy. From the analysis of the rotational parameters of the parent species and of the 13C and 15N isotopologues, the structural arrangement of the a...

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Detalles Bibliográficos
Autores: López, Juan Carlos, Macario, Alberto, Maris, Assimo, Alkorta, Ibon, Blanco, Susana
Tipo de recurso: artículo
Estado:Versión publicada
Fecha de publicación:2021
País:España
Institución:Consejo Superior de Investigaciones Científicas (CSIC)
Repositorio:DIGITAL.CSIC. Repositorio Institucional del CSIC
OAI Identifier:oai:digital.csic.es:10261/250690
Acceso en línea:http://hdl.handle.net/10261/250690
Access Level:acceso abierto
Palabra clave:Fluorine
Molecular adducts
Non-covalent interactions
Pi-hole interactions
Rotational spectroscopy
Descripción
Sumario:he rotational spectrum of the weakly bound complex pentafluoropyridine···formaldehyde has been inves- tigated using Fourier transform microwave spectroscopy. From the analysis of the rotational parameters of the parent species and of the 13C and 15N isotopologues, the structural arrangement of the adduct has been unambiguously estab- lished. The full ring fluorination of pyridine has a dramatic effect on its binding properties: It alters the electron density distribution at the π-cloud of pyridine creating a π-hole and changing its electron donor-acceptor capabilities. In the complex, formaldehyde lies above the aromatic ring with one of the oxygen lone pairs, as conventionally envisaged, pointing toward its centre. This lone pair···π-hole interaction, reinforced by a weak C