Quantum chemical studies on acidity-basicity behaviours of some substituted pyridine derivatives

Ogretir, C; Ozogut, D; Yarligan, S; Arslan, T

doi:10.1016/j.theochem.2005.10.055

Quantum chemical studies on acidity-basicity behaviours of some substituted pyridine derivatives

Atıf İçin Kopyala

Ogretir C., Ozogut D., Yarligan S., Arslan T.

JOURNAL OF MOLECULAR STRUCTURE-THEOCHEM, cilt.759, ss.73-78, 2006 (SCI-Expanded)

Yayın Türü: Makale / Tam Makale
Cilt numarası: 759
Basım Tarihi: 2006
Doi Numarası: 10.1016/j.theochem.2005.10.055
Dergi Adı: JOURNAL OF MOLECULAR STRUCTURE-THEOCHEM
Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
Sayfa Sayıları: ss.73-78
Eskişehir Osmangazi Üniversitesi Adresli: Hayır

Özet

The acidity-basicity behaviours of some 2,3 and 4 methoxy, methylthio and cyano substituted pyridine derivatives were investigated using DFT method. The correlation attempt between the experimental and calculated acidity constants, pK(a) values, revealed that the DFT calculated values are much closer to the experimental values with a regression of almost unity (R-2 = 0.99). A strong geometry dependence of experimental acidity constants, pK(a), was observed. The basicity-nucleophilicity correlation attempt between experimental acidity constants, pK(a), DFT computed nucleophilicities, n, was unsuccessful. The correlation between the calculated electronic charges and experimental pK(a) values was unexpectedly high. (c) 2005 Elsevier B.V. All rights reserved.