Synthesis, Experimental and Theoretical Study of Azidochromones

A series of 2-(haloalkyl)-3-azidomethyl and 6-azido chromones has been synthetized, characterized and studied by theoretical (DFT calculations) and spectroscopic methods (UV-Vis, NMR). The crystal structure of 3-azidomethyl-2-difluoromethyl chromone, determined by X-ray diffraction methods, shows a...

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Detalles Bibliográficos
Autores principales: Nárvaez Ordóñez, Ena Gabriela, Pabón Carcelén, Kevin A., Zurita Saltos, Daniel A., Bonilla Valladares, Pablo M., Yánez Darquea, Trosky G., Ramos Guerrero, Luis A., Ulic, Sonia Elizabeth, Jios, Jorge Luis, Echeverría, Gustavo Alberto, Piro, Oscar Enrique, Langer, Peter, Alcívar León, Christian David, Heredia Moya, Jorge
Formato: Articulo
Lenguaje:Inglés
Publicado: 2022
Materias:
Química
Física
azidochromone
spectroscopic properties
structural X-ray diffraction
quantum chemical calculations
Hirshfeld surface analysis
Acceso en línea:http://sedici.unlp.edu.ar/handle/10915/156975
Aporte de:
SEDICI (UNLP) de Universidad Nacional de La Plata
Descripción
Sumario:A series of 2-(haloalkyl)-3-azidomethyl and 6-azido chromones has been synthetized, characterized and studied by theoretical (DFT calculations) and spectroscopic methods (UV-Vis, NMR). The crystal structure of 3-azidomethyl-2-difluoromethyl chromone, determined by X-ray diffraction methods, shows a planar framework due to extended π-bond delocalization. Its molecular packing is stabilized by F∙∙∙H, N∙∙∙H and O∙∙∙H hydrogen bonds, π∙∙∙π stacking and C–O∙∙∙π intermolecular interactions. Moreover, AIM, NCI and Hirshfeld analysis evidenced that azido moiety has a significant role in the stabilization of crystal packing through weak intermolecular interactions, where analysis of electronic density suggested closed-shell (CS) interatomic interactions.

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