Charge transfer and proton transfer in the formation of molecular complexes. XII. o-aminobenzoic acid-picric acid and related complexes.
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概要
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The combination of <I>o</I>-aminobenzoic acid and picric acid was found to yield four kinds of adducts. These were a stable yellow (1:1) salt, formed by the proton transfer from the picric acid to the <I>o</I>-aminobenzoic acid molecule, two red (1:1) molecular complexes of markedly different stability, and a red (2:1) complex consisting of the <I>o</I>-aminobenzoic acid molecule, its protonated ion, and the picrate ion. The enthalpy change and the activation energy for the isomerization from the salt to the charge-transfer complex by a solid-solid transformation were shown to decrease during storage. The 1,3,5-trinitrobenzene complexes with <I>o</I>-(methylamino)benzoic acid, <I>o</I>-, <I>m</I>-, and <I>p</I>-(dimethylamino)benzoic acids, and their sodium and potassium salts were prepared. Their electronic spectra were measured, along with those of the complexes with <I>o</I>- and <I>p</I>-aminobenzoic acids and their salts presented in the work of Sudborough and Beard. The displacement of the charge-transfer absorption maxima to the lower wavenumber side by the salt formation is 2×10<SUP>3</SUP> cm<SUP>−1</SUP> on the average and seems to be consistent with our proposition that the picrate ion acts as an electron acceptor in aromatic amine-picric acid (2:1) complexes.
- 公益社団法人 日本化学会の論文
著者
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Matsunaga Yoshio
Department of Chemistry, Faculty of Science, Hokkaido University
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Usui Reiko
Department of Chemistry, Faculty of Science, Hokkaido University
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