Synthesis and Electronic Structure of New Aryl- and Alkyl-Substituted 1,3,4-Oxadiazole-2-thione Derivatives

Feray AYDOĞAN; Zuhal TURGUT; Nüket ÖCAL

Makale detayları

Synthesis and Electronic Structure of New Aryl- and Alkyl-Substituted 1,3,4-Oxadiazole-2-thione Derivatives

Yazarlar:

Feray AYDOĞAN | Zuhal TURGUT | Nüket ÖCAL

Yayıncı:

TUBITAK

Ana Başlıklar:

Uygulamalı fizik

Dergi:

Turkish Journal of Chemistry 2002 Vol.26 Issue 2, pp.159-170

Belge Tipi:

Makale

Yayın Tarihi:

1/2002

Belge Dili:

İngilizce

Document ID (Org No.):

2000729930

Sıklık:

İki Aylık

eISSN:

1303-6130

pISSN:

1300-0527

Özet:

 

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.

 

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.

Makale detayları

Synthesis and Electronic Structure of New Aryl- and Alkyl-Substituted 1,3,4-Oxadiazole-2-thione Derivatives

Yazarlar: Feray AYDOĞAN | Zuhal TURGUT | Nüket ÖCAL

Yayıncı: TUBITAK

Ana Başlıklar: Uygulamalı fizik

Dergi: Turkish Journal of Chemistry 2002 Vol.26 Issue 2, pp.159-170

Belge Tipi: Makale

Yayın Tarihi: 1/2002

Belge Dili: İngilizce

Document ID (Org No.): 2000729930

Sıklık: İki Aylık

eISSN: 1303-6130

pISSN: 1300-0527

Sayı

Yazarlar:

Feray AYDOĞAN | Zuhal TURGUT | Nüket ÖCAL

Yayıncı:

TUBITAK

Ana Başlıklar:

Uygulamalı fizik

Dergi:

Turkish Journal of Chemistry 2002 Vol.26 Issue 2, pp.159-170

Belge Tipi:

Makale

Yayın Tarihi:

1/2002

Belge Dili:

İngilizce

Document ID (Org No.):

2000729930

Sıklık:

İki Aylık

eISSN:

1303-6130

pISSN:

1300-0527