Collect. Czech. Chem. Commun. 1981, 46, 1818-1827

Basicity of fuchsones. Infrared study of the ν(OH) stretching vibration in phenol-fuchsone complexes

Jiří Velek, Bohumír Koutek, Lubomír Musil, Soňa Vašíčková and Milan Souček

Institute of Organic Chemistry and Biochemistry, Czechoslovak Academy of Sciences, 166 10 Prague 6


The hydrogen bond complexes involving phenol and carbonyl oxygen of 2- and 2,6-substituted fuchsones I and II have been studied by infrared spectroscopy in tetrachlorethylene solution. Basicities expressed as complexation enthalpies, frequency shifts and integrated intensities of the ν(OH) stretching vibrations are reported. A linear relationship was found between the frequency shift and the hydrogen bond energy. Statistical analysis of linear free energy relationships for fuchsones I and II proved the significancy of steric factor in transmission of electronic substituent effect.