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Dergiler / Turkish Journal of Chemistry / 2002 / Cilt: 26 - Sayı: 2

Synthesis and electronic structure of new aryl-and alkyl-substituted 1,3,4-oxadiazole-2-thione derivatives

Zuhal TURGUT
Nüket ÖCAL
Safiye Sağ ERDEM
Feray AYDOĞAN
Sayfa
159–169
Yayın Tarihi
2022-11-04
DOI
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An additional study on the tautomeric equilibrium between 1,3,4-oxadiazole-2-thione and its thiol form showed that the thione tautomer is favoured by 9.616 kcal/mole in the gas phase and by 12.123 kcal/mole in aqueous medium.

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Amaç & Hipotez:New 5-alkyl and 3-(2,4-dimethylphenyl) substituted 1,3,4-oxadiazole-2-thione derivatives were synthesized by the ring closure reactions of various acylhydrazides with carbon disulphide.
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Temel Bulgular & Veri:Molecular orbital calculations at the HF/6-31G** level were also performed to determine the optimized geometrical structures.
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Sonuç & Katkı:An additional study on the tautomeric equilibrium between 1,3,4-oxadiazole-2-thione and its thiol form showed that the thione tautomer is favoured by 9.616 kcal/mole in the gas phase and by 12.123 kcal/mole in aqueous medium.
🔬Tür:Araştırma Makalesi
📍Kapsam:Genişletilmiş Akademik Örneklem
⚙️Değişkenler:Alan Parametreleri

Abstract

New 5-alkyl and 3-(2,4-dimethylphenyl) substituted 1,3,4-oxadiazole-2-thione derivatives were synthesized by the ring closure reactions of various acylhydrazides with carbon disulphide. Mannich bases for some of these compounds were also synthesized by condensation with benzaldehyde and primary amines. All new compounds were characterized by spectral data. Most of them were tested for their antibacterial and antituberculostatic activity. Molecular orbital calculations at the HF/6-31G** level were also performed to determine the optimized geometrical structures. Results indicated electron delocalization over several atoms of the ring. An additional study on the tautomeric equilibrium between 1,3,4-oxadiazole-2-thione and its thiol form showed that the thione tautomer is favoured by 9.616 kcal/mole in the gas phase and by 12.123 kcal/mole in aqueous medium.

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Bu Makaleye Atıf Yap

TURGUT, Z., ÖCAL, N., ERDEM, S. S., AYDOĞAN, F. (2022). Synthesis and electronic structure of new aryl-and alkyl-substituted 1,3,4-oxadiazole-2-thione derivatives. Turkish Journal of Chemistry, Cilt: 26 - Sayı: 2, 159–169. https://ajindex.com/articles/602324

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Kaynakça (16)

  1. K. Potts, Comprehensive Heterocyclic Chemistry, A.R. Katritzky, Ch. Rees (eds.), Vol. 6, p. 427, Pergamon Press, (1984)
  2. YD. Kulkarni, A. Rowhani, J. Indian Chem. Soc 66: 492-93 (1989)
  3. K. Obi, A. Kojima, H. Fukuda, K. Hirai, Bioorg. Med. Chem. Lett, 5: 2777-82 (1995)
  4. L. Mishra, M.K. Said, H. Itokawa, K. Takeya, Bioorg. Med. Chem, 3(9), 1241-45 (1995)
  5. S.P. Suman, S.C. Bahel, J. Indian Chem. Soc, 56, 712 (1979)
  6. S.S. Pramanik, A. Mukherjee, J. Indian Chem. Soc, 75, 53-54 (1998)
  7. D.A. Charistos, G.V. Vagenas, L.C. Tzavellas, C.A. Tsoleridis, N.A.Rodios, J. Heterocyclic Chem, 31, 1593-98 (1994)
  8. C.A. Tsoleridis, D.A. Charistos, G.V. Vagenas, J. Heterocyclic Chem 34, 1715-19 (1997)
  9. W.J. Hehre, Practical Strategies for Electronic Structure Calculations,Wavefunction, Irvine, California, (1995)
  10. L.C. Behr, Heterocyclic Compounds Five- and Six-membered Compounds with Nitrogen and Oxygen, Wiley, H. R., Interscience Publishers, New York, p. 263- 279 (1962)
  11. Horning, Muchowski, Can. J. Chem. 50, 3079 (1972
  12. R.C.Weast, CRC Handbook of Chemistry and Physics 58th Edition, CRC Press, Florida, p. F-215 (1978
  13. A. Mrozek, J. Karolak-Wojciechowska, P. Amiel, J. Barbe, J. Mol. Structure, 524, 159-67 (2000
  14. PC Spartan Pro, Wavefunction, Inc. 18401 Von Karman Avenue, Suite 370, Irvine, CA 92612 USA 15. J.J.P. Stewart, Reviews in Computational Chemistry, vol 1., K.B. Lipkowitz, D.B. Boyd(eds.), VCH Publishers, New York, (1996)
  15. W.J. Hehre, L. Radom, P.R. Schleyer, J.A. Pople, Ab Initio Molecular Orbital Theory, John Wiley & Sons, New York, p. 45-81 (1986)
  16. C.C. Chambers, G.D. Hawkins, C.R. Cramer, D.G. Truhlar, J. Phys. Chem, 100, 16385 (1996).