Steroidal Molecular Rotors with 1,4-Diethynylphenylene Rotators: Experimental and Theoretical Investigations Toward Seeking Efficient Properties
| العنوان: | Steroidal Molecular Rotors with 1,4-Diethynylphenylene Rotators: Experimental and Theoretical Investigations Toward Seeking Efficient Properties |
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| المؤلفون: | Marcin Górecki, Andrzej Łapiński, Rosa Santillan, Norberto Farfán, Karolina Olszewska, Tomasz Runka, Izabella Jastrzebska |
| المصدر: | The Journal of Physical Chemistry. B |
| بيانات النشر: | American Chemical Society, 2020. |
| سنة النشر: | 2020 |
| مصطلحات موضوعية: | Circular dichroism, Materials science, 010304 chemical physics, Infrared spectroscopy, Dihedral angle, 010402 general chemistry, 01 natural sciences, Article, 0104 chemical sciences, Surfaces, Coatings and Films, Molecular dynamics, symbols.namesake, 0103 physical sciences, Materials Chemistry, symbols, Physical chemistry, Density functional theory, Physical and Theoretical Chemistry, Spectroscopy, Raman spectroscopy, Conformational isomerism |
| الوصف: | Properly designed molecular rotors with sizable stators and a fast-moving rotator could provide efficient building blocks for amphidynamic crystals. Herein, we report the synthesis of steroidal compounds 1, 2, and 3 and their deuterated analogues 1D, 2D, and 3D envisioned to work as molecular rotors. The obtained compounds were characterized by attenuated total reflection-infrared, Raman, and circular dichroism (CD) spectroscopy measurements. The interpretation of spectra was supported by theoretical calculations using density functional theory methods. The analysis of the most characteristic bands confirmed different molecular dynamics of the rotors investigated. Angle-dependent polarized Raman spectra showed the crystallinity of some samples. Electronic CD (ECD) spectra of compounds 1–3 and their relevant deuterated analogues 1D–3D are identical. The increase of the band intensity with lowering the temperature shows that the equilibrium is shifted to the thermodynamically most stable conformer. ECD spectra simulated at the TDFFT level of theory for compound 3 were compared with experimental results. It was proved that conformer 3a, with a torsion angle of +50°, exhibits the best agreement with the experimental results. Simulated vibrational CD and IR spectra for conformer 3a and its deuterated analogue 3Da also display good agreement with experimental results. In light of our comprehensive investigations, we evidenced that steroidal compounds 1, 2, and 3 can work as molecular rotors. |
| اللغة: | English |
| تدمد: | 1520-5207 1520-6106 |
| URL الوصول: | https://explore.openaire.eu/search/publication?articleId=doi_dedup___::30764487400a59a539423944d684a2c7 http://europepmc.org/articles/PMC7604858 |
| حقوق: | OPEN |
| رقم الأكسشن: | edsair.doi.dedup.....30764487400a59a539423944d684a2c7 |
| قاعدة البيانات: | OpenAIRE |
Find this issue from the American Chemical Society | تدمد: | 15205207 15206106 |
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