Atropisomerism of diflunisal unveiled by rotational spectroscopy and quantum chemical calculations
Year: 2024
Type: article
Abstract: The most stable conformer of laser-ablated diflunisal has been isolated in a supersonic expansion and experimentally detected through high-resolution chirped-pulse rotational spectroscopy. State-of-the-art chemical calculations allowed to understand the nature of the strong stabilization of the detected conformer and its atropisomer among a total of sixteen theoretically predicted conformers and confirmed the presence of a resonance assisted hydrogen bond (RAHB) between the hydroxyl hydrogen atom and the carbonyl oxygen atom of the carboxylic acid group. The comparison of the experimental data of this work and the information found in the literature about the molecule in condensed phases corroborates the existence of these two atropisomers and is contextualized in the complexation arrangement of diflunisal with relevant proteins.
Institutions: Universidad de Valladolid, Universidad Complutense de Madrid
Language: English
Subfield: Spectroscopy
Field: Chemistry
Domain: Physical Sciences
Open Access status: hybrid
Estimated APC paid: $3,470
Awards: G1021563769, G1105844351, G1175115578, G1855990336, G2262748287, G2309174360, G2503110320, G279363373, G300979063, G34346518, G3480869486, G425668148, G4257560662, G430777504, G491712853, G5080475149, G5421974903, G622962191, G624877701, G627426376, G7805626310, G7863371703, G8497050386, G8920660035, G99296377
OpenAlex ID: W4403711769