کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
---|---|---|---|---|
1404705 | 1501694 | 2016 | 7 صفحه PDF | دانلود رایگان |
• Synthesis of a new chalcone attached to thiophene rings.
• Structure determination by X-ray diffraction.
• Determination of electrochemical behavior through cyclic voltammetry.
• Recreation of experimental data by DFT calculations.
The title chalcone, 1,3-di(thiophene-3-yl)prop-2-en-1-one (C11H8OS2) is an essentially planar molecular with its terminal thiophene rings subtending an angle of 8.9°. The crystal structure consists in the π··π stacking of molecules defining columns along [010], further linked along c by non conventional CH⋯O bonds, thus determining broad planar arrays parallel to (100). In addition, there are weak S⋯S contacts connecting these weakly interacting 2D substructures. The experimental results obtained from single crystal X-ray diffraction data and the theoretical geometry calculated by molecular mechanics are in good agreement.Electrochemical records reveal an anodic profile with an unsymmetrical irreversible peak at 1.77 V and a shoulder at 1.62 V vs SCE, a behavior interpretable as due to the oxidation of reactive sites present in the molecule. On the other hand, the electrochemical reduction shows a narrow peak at −1.58 V vs SCE, a fact attributable to the carbonyl group.Finally, the values for the energy involved in the departure/arrival of electrons from border orbitals, as calculated using DFT, is compared with experimental data from cyclic voltammetry.
Figure optionsDownload as PowerPoint slide
Journal: Journal of Molecular Structure - Volume 1123, 5 November 2016, Pages 1–7