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http://hdl.handle.net/1843/56874| Type: | Artigo de Periódico |
| Title: | Molecular and supramolecular properties of nitroaromatic thiosemicarbazones: synthesis, spectroscopy, X-ray structure elucidation and DFT calculations |
| Authors: | Luiz Carlos Dias Geraldo Magela de Lima Carlos Basílio Pinheiro Marco Antonio Chaer do Nascimento Rodrigo da Silva Bitzer |
| Abstract: | The reactions of 6-nitropiperonal with H2Nsingle bondNHsingle bondC(S)single bondNHR, R = Me, Et, Ph or H, afforded four nitroaromatic thiosemicarbazones 1–4, respectively. 1–4 were characterized by elemental analysis (CHN), FTIR, and 1H and 13C{1H} NMR spectroscopy. In addition, the crystal structures of 2 and 3 were determined by single-crystal X-ray diffraction. Our X-ray structural results have shown that the nitropiperonal and thiosemicarbazone moieties exhibit an almost coplanar arrangement for both 2 and 3. Moreover, they establish 2-D networks along the [111] base vector by means of classical and nonclassical hydrogen bonds. Electronic and spectroscopic properties of 1–4 were investigated at the DFT B3LYP/6-311G** level of calculation. The Cdouble bondS group of 1–4 constitutes a nucleophilic region, whereas the NO2 group defines an electrophilic centre, as expected. Furthermore, a DFT vibrational analysis of 4 allowed a reliable assignment of the thiosemicarbazone-based vibrations. Also, a good agreement between theoretical and experimental 13C chemical shift values was obtained for 1–4. |
| Subject: | Teoria do funcional da densidade |
| language: | eng |
| metadata.dc.publisher.country: | Brasil |
| Publisher: | Universidade Federal de Minas Gerais |
| Publisher Initials: | UFMG |
| metadata.dc.publisher.department: | ICX - DEPARTAMENTO DE FÍSICA ICX - DEPARTAMENTO DE QUÍMICA |
| Rights: | Acesso Restrito |
| metadata.dc.identifier.doi: | https://doi.org/10.1016/j.molstruc.2016.11.039 |
| URI: | http://hdl.handle.net/1843/56874 |
| Issue Date: | 2017 |
| metadata.dc.url.externa: | https://www.sciencedirect.com/science/article/pii/S0022286016312005?via%3Dihub |
| metadata.dc.relation.ispartof: | Journal of Molecular Structure |
| Appears in Collections: | Artigo de Periódico |
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