Acidity study on 3-substituted pyridines


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Guven A.

INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES, cilt.6, sa.11, ss.257-275, 2005 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 6 Sayı: 11
  • Basım Tarihi: 2005
  • Doi Numarası: 10.3390/i6110257
  • Dergi Adı: INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.257-275
  • Anahtar Kelimeler: pyridine, tautomeric equilibrium, conformation, acidity, basicity, pK(a), solvation, AM1, PM5, COSMO, POTENTIALLY TAUTOMERIC PYRIDINES, N-HETEROAROMATIC SYSTEMS, DES DERIVES CARBONYLES, IONIZATION CONSTANTS, ELECTRONIC-SPECTRA, DISSOCIATION-CONSTANTS, DERIVATIVES, THERMODYNAMICS, POLAROGRAPHIE, TRANSITIONS
  • Anadolu Üniversitesi Adresli: Hayır

Özet

A comprehensive theoretical study for the protonation of some 3-substituted pyridines has been carried out in aqueous solution (epsilon = 78.4) by semi empirical AM1 method in MOPAC2000 and PM5 method in MOPAC2002. Solvent effect was accounted for implicitly by means of the conductor like screening model (COSMO). The acidity constants of these pyridine derivatives have been calculated. The tautomeric and/or conformational equilibria for these compounds, where available, were also taken into account to find out the mol fractions of the species in aqueous media. The results obtained from the calculations were compared with the available experimental values, and the results indicate a considerable agreement with available experimental data.