Synthesis, Experimental and Theoretical Study of Azidochromones

• Main Authors: Alcívar-León, C.D (Author), Bonilla-Valladares, P.M (Author), Echeverría, G.A (Author), Heredia-Moya, J. (Author), Jios, J.L (Author), Langer, P. (Author), Narváez-Ordoñez, E.G (Author), Pabón-Carcelén, K.A (Author), Piro, O.E (Author), Ramos-Guerrero, L.A (Author), Ulic, S.E (Author), Yánez-Darquea, T.G (Author), Zurita-Saltos, D.A (Author)
• Format: Article
• Language: English
• Published: MDPI 2022
• Subjects: azidochromone; Hirshfeld surface analysis; quantum chemical calculations; spectroscopic properties; structural X-ray diffraction
• Online Access: View Fulltext in Publisher

 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. © 2022 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https:// creativecommons.org/licenses/by/ 4.0/).