アントラキノン誘導体の研究(第1報) : アントラキノン誘導体の塩基性

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The basicity of the carbonyl groups in the anthraquinone derivatives is evaluated in terms of Hammett's pK_<BH>^+ values for their conjugate acids. These pK_<BH>^+ values have been determined by varing the acidity of the sulfuric acid, and measuring the absorption spectrum of these compounds at various concentration of the acid with the isobestic point method devised by T.Handa. The PK_<BH>^+ values for these compounds are as follows : anthraquinone-9.1, l-chloroanthraquinone-9.3, 2-chloroanthraquinone-9.1, 2-methylanthraquinone-8.9, l-aminoanthraquinone-9.9, 2-aminoanthraquinone-9.9 , l-amino-2-methy Janthraquinone-9.7. These values are explained on the basis of the electronic theory, namely the inductive and resonance effects of their substituent groups on the anthraquinone nuclei, but not well interpreted by the simple HMO method calculated with the values for the Coulomb and resonance integral for thes substituent groups illustratec by A. Streitwieser. Jr.
宇部工業高等専門学校の論文
1979-03-15