Kemparajegowda and Swarup, H. A. and Chandrasekhar, S. and Jayanna, B. K. and Kumara, Karthik and Lokanath, N. K. and Thimmaiah, Sridhar B. and Mantelingu, Kempegowda (2022) Sulfuric acid-mediated synthesis of 2,5-disubstituted 1,3,4-thiadiazole via intramolecular cyclization reaction from dithioesters: An approach to crystal structure prediction, DFT studies and Hirshfeld surface analysis. Journal of Molecular Structure, 1251. ISSN 1872-8014
Full text not available from this repository. (Request a copy)Abstract
There is an immense need to discover novel methods that would make diversely functionalized molecules available through atom-economical and environmentally friendly reactions that minimize the use of organic solvents. An efficient and facile synthesis of 2, 5-disubstituted 1, 3, 4-thiadiazoles via intramolecular cyclization from dithioesters and benzoic acid in presence of H2SO4 has been developed using dithioesters. The synthesized compound was characterized and confirmed by NMR analysis and single-crystal X-ray diffraction studies. The geometry (bond lengths and bond angles), and molecular properties were estimated by means of the density functional theory (DFT) at B3LYP/6-31 G level of theory with no symmetry constraints. Frontier molecular orbital (HOMO and LUMO) was drawn using the optimized structures which elucidates the charge transfer collaboration and chemical stability of the compound. Good correlation coefficients were found (R-2 = 0.9629 and 0.9176,) between the experimental bond length and bond angles and theoretical values. The Hirshfeld surface (HS) analysis showed that oxygen and nitrogen atoms of the 5 h compound may act as H-bond acceptors, some H-bonds contacts are expected to be shown as red spots on the HS of the molecule. (C) 2021 Elsevier B.V. All rights reserved.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | 2,5-disubstituted 1,3,4-thiadiazole; Intramolecular cyclization; NMR; X-ray diffraction; Density functional theory (DFT); Hirshfeld surface analysis |
| Subjects: | C Chemical Science > Chemistry |
| Divisions: | Department of > Chemistry |
| Depositing User: | C Swapna Library Assistant |
| Date Deposited: | 04 Sep 2023 07:08 |
| Last Modified: | 04 Sep 2023 07:08 |
| URI: | http://eprints.uni-mysore.ac.in/id/eprint/17705 |
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