Synthesis and structural study of 2-(haloalkyl)-3-methylchromones

The novel 2-(difluoromethyl)-3-methylchromone, 2-(dichloromethyl)-3-methylchromone, and 3-methyl-2-(perfluoroethyl)chromone were synthesized by a one-pot method and characterized through MS spectrometry, cyclic voltammetry, and vibrational (IR, Raman), UV–Vis, fluorescence, and NMR ( 1 H, 13 C, and...

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Bibliographic Details
Published in:Monatshefte für Chemie 2019-11, Vol.150 (11), p.1929-1940
Main Authors: Alcívar León, Christian D., Ramos Guerrero, Luis A., Bonilla Valladares, Pablo M., Echeverría, Gustavo A., Piro, Oscar E., Ulic, Sonia E., Jios, Jorge L., Langer, Peter
Format: Article
Language:English
Subjects:
Analytical Chemistry
Chemistry
Chemistry and Materials Science
Chemistry/Food Science
Crystal lattices
Crystal structure
Crystals
Fluorescence
Inorganic Chemistry
NMR
Nuclear magnetic resonance
Organic Chemistry
Original Paper
Physical Chemistry
Surface analysis (chemical)
Theoretical and Computational Chemistry
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Summary:The novel 2-(difluoromethyl)-3-methylchromone, 2-(dichloromethyl)-3-methylchromone, and 3-methyl-2-(perfluoroethyl)chromone were synthesized by a one-pot method and characterized through MS spectrometry, cyclic voltammetry, and vibrational (IR, Raman), UV–Vis, fluorescence, and NMR ( 1 H, 13 C, and 19 F) spectroscopy. The crystal structure of 2-(difluoromethyl)-3-methylchromone and 2-(dichloromethyl)-3-methylchromone determined by X-ray diffraction methods were used to calculate their intermolecular interactions and crystal lattice energies together with the Hirshfeld surface analysis. Graphic abstract
ISSN:0026-9247
1434-4475
DOI:10.1007/s00706-019-02512-5