Experimental and Theoretical Investigations Regarding the Thione–Thiol Tautomerism in 4-Benzyl-5-(thiophene-2-yl)-2,4-dihydro-3H-1,2,4-triazole-3-thione
Yazarlar (3)
K. Sarac Bitlis Eren Üniversitesi, Türkiye
Öğr. Gör. Dr. Cahit ÖREK Kastamonu Üniversitesi, Türkiye
P. Koparir
Forensic Medicine Institute, Türkiye
Forensic Medicine Institute, Türkiye
| Makale Türü | Özgün Makale (SSCI, AHCI, SCI, SCI-Exp dergilerinde yayınlanan tam makale) | ||
| Dergi Adı | Russian Journal of Organic Chemistry (Q4) | ||
| Dergi ISSN | 1070-4280 Wos Dergi Scopus Dergi | ||
| Dergi Tarandığı Indeksler | SCI-Expanded | ||
| Makale Dili | İngilizce | Basım Tarihi | 02-2021 |
| Kabul Tarihi | 20-10-2020 | Yayınlanma Tarihi | 01-01-2021 |
| Cilt / Sayı / Sayfa | 57 / 1 / 100–107 | DOI | 10.1134/S1070428021010140 |
| Makale Linki | https://rd.springer.com/article/10.1134%2FS1070428021010140 | ||
| UAK Araştırma Alanları |
Organik Kimya
Teorik Kimya
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| Özet |
| The title compound was synthesized by ring-closure reaction of thiophene-2-carbohydrazide with benzyl isothiocyanate and characterized using spectroscopic methods (NMR and FT-IR). Quantum chemical calculations at the B3LYP/6-311++G(d,p) level were carried out to examine its molecular and spectroscopic properties, thione–thiol tautomerism, and proton transfer reaction. The structural and spectroscopic results were well consistent with the experimental data. The solvent effect on the proton transfer reaction was examined using three solvents (acetone, ethanol, and dimethyl sulfoxide) through the polarizable continuum model (PCM) approximation (direct solvent effect) and solvent-assisted mechanism. A high energy barrier was determined for the interconversion of the thione and thiol forms in both gas and solution phases. Even though the presence of solvent molecules significantly reduced the barrier to … |
| Anahtar Kelimeler |
| 1,2,4-triazole | DFT | solvent effect | theoretical calculations | thione–thiol tautomerism |
BM Sürdürülebilir Kalkınma Amaçları
| Atıf Sayıları | |
| Web of Science | 2 |
| Scopus | 2 |
| Google Scholar | 2 |