%0 Journal Article %1 WOS:000605624900015 %A Lima, Igor Kleber Campos %A de Sousa, Filipe Dantas %A de Morais Bento, Ana Joyce %A Cruz, Beatriz Goncalves %A da Silva, Priscila Teixeira %A Bandeira, Paulo Nogueira %A dos Santos, Helcio Silva %A Saraiva, Gilberto Dantas %A Barreto, Antonio Cesar Honorato %A de Cavalcante Freire, Paulo Tarso %A Teixeira, Alexandre Magno Rodrigues %C RADARWEG 29, 1043 NX AMSTERDAM, NETHERLANDS %D 2020 %I ELSEVIER %J VIBRATIONAL SPECTROSCOPY %K ATR-FTIR; Chalcone} DFT; FT-Raman; NMR; spectroscopy; {Vibrational %R 10.1016/j.vibspec.2020.103118 %T Structural and spectroscopic investigation of the chalcones (E)-1-(4-aminophenyl)-3-(4 `-ethoxyphenyl)-prop-2-en-1-one and (E)-1-(aminophenyl)-3-(4 `-methoxyphenyl)-prop-2-en-1-one %V 110 %X In this study, two 4'-aminochalcones with structural similarity were structurally characterized using the NMR technique of H-1 and C-13. Polycrystalline samples of these chalcones were analyzed by FT-Raman and ATR-FTIR spectroscopy at room temperature in the regions 40-4000 cm(-1) and 400-4000 cm(-1), respectively. The DFT calculations using the B3LYP functional with 6-311 G(d,p) basis set were performed, revealing the optimized molecular geometry and the vibrational wavenumbers for these chalcones. Conformational analysis was done from the optimized structures to obtain different conformers. The calculated harmonic vibrational wavenumbers were scaled to improve the agreement between theoretical and experimental wavenumbers. A complete vibrational assignment using Potential Energy Distributions (PED) was provided for the observed Raman and infrared spectra. The scaled wavenumbers were found to be in good agreement with experimental wavenumbers. Furthermore, a comparative structural and vibrational analysis was performed. The structural analysis allowed us concluding that in addition to differences in the position 4' - where one chalcone has a methoxy group and the other, an ethoxy group - the molecular conformation of them is significantly different, especially regarding the torsion angles linking the enone chains with the rings of these chalcones. The vibrational analysis allowed us to identify all Raman and infrared bands of the two chalcones, highlighting the main differences and correspondences between them.

@article{WOS:000605624900015, abstract = {In this study, two 4'-aminochalcones with structural similarity were structurally characterized using the NMR technique of H-1 and C-13. Polycrystalline samples of these chalcones were analyzed by FT-Raman and ATR-FTIR spectroscopy at room temperature in the regions 40-4000 cm(-1) and 400-4000 cm(-1), respectively. The DFT calculations using the B3LYP functional with 6-311 G(d,p) basis set were performed, revealing the optimized molecular geometry and the vibrational wavenumbers for these chalcones. Conformational analysis was done from the optimized structures to obtain different conformers. The calculated harmonic vibrational wavenumbers were scaled to improve the agreement between theoretical and experimental wavenumbers. A complete vibrational assignment using Potential Energy Distributions (PED) was provided for the observed Raman and infrared spectra. The scaled wavenumbers were found to be in good agreement with experimental wavenumbers. Furthermore, a comparative structural and vibrational analysis was performed. The structural analysis allowed us concluding that in addition to differences in the position 4' - where one chalcone has a methoxy group and the other, an ethoxy group - the molecular conformation of them is significantly different, especially regarding the torsion angles linking the enone chains with the rings of these chalcones. The vibrational analysis allowed us to identify all Raman and infrared bands of the two chalcones, highlighting the main differences and correspondences between them.}, added-at = {2022-05-23T20:00:14.000+0200}, address = {RADARWEG 29, 1043 NX AMSTERDAM, NETHERLANDS}, author = {Lima, Igor Kleber Campos and de Sousa, Filipe Dantas and de Morais Bento, Ana Joyce and Cruz, Beatriz Goncalves and da Silva, Priscila Teixeira and Bandeira, Paulo Nogueira and dos Santos, Helcio Silva and Saraiva, Gilberto Dantas and Barreto, Antonio Cesar Honorato and de Cavalcante Freire, Paulo Tarso and Teixeira, Alexandre Magno Rodrigues}, biburl = {https://www.bibsonomy.org/bibtex/20cc58ed6d9593fbed321dba4e87824bc/ppgfis_ufc_br}, doi = {10.1016/j.vibspec.2020.103118}, interhash = {0fa2e9166b4bd01cc240073ca385771b}, intrahash = {0cc58ed6d9593fbed321dba4e87824bc}, issn = {0924-2031}, journal = {VIBRATIONAL SPECTROSCOPY}, keywords = {ATR-FTIR; Chalcone} DFT; FT-Raman; NMR; spectroscopy; {Vibrational}, publisher = {ELSEVIER}, pubstate = {published}, timestamp = {2022-05-23T20:00:14.000+0200}, title = {Structural and spectroscopic investigation of the chalcones (E)-1-(4-aminophenyl)-3-(4 `-ethoxyphenyl)-prop-2-en-1-one and (E)-1-(aminophenyl)-3-(4 `-methoxyphenyl)-prop-2-en-1-one}, tppubtype = {article}, volume = 110, year = 2020 }