Reactions of the cation radicals of aromatic diamines with their parent molecules or aliphatic amines.

• Sakata Tadayoshi

  Department of Chemistry, Faculty of Engineering Science Osaka University

• Hiromoto Mitsuo

  Department of Chemistry, Faculty of Engineering Science Osaka University

• Yamagoshi Tomoko

  Department of Chemistry, Faculty of Engineering Science Osaka University

• Tsubomura Hiroshi

  Department of Chemistry, Faculty of Engineering Science Osaka University

抄録

The chemical reactions of the cation radicals of some aromatic diamines with their parent molecules, aliphatic amines or sodium hydroxide have been studied spectroscopically. In the case of the cation radical of p-phenylenediamine (PPD), the main products are Bandrowski’s base (BB) and PPD, p-benzoquinone diimine being found as an intermediate. This reaction are found essentially to be a disproportionation of PPD⁺ to BB and PPD in which bases added enhance the reaction rate. The thermodynamical quantities of the initial step of the reaction, proton transfer from PPD⁺, are estimated and the reaction mechanism is discussed. The reaction of the cation radical of N,N,N′,N′-tetramethyl-p-phenylenediamine (TMPD) with triethylamine (TEA) gives the parent molecule, TMPD. This reaction is concluded to be caused by an electron transfer from TEA to TMPD⁺ followed by a reaction of TEA with a large negative free energy change. The reaction between the cation radical of N,N-dimethyl-p-phenylenediamine and its parent molecule has also been studied.

収録刊行物

• Bulletin of the Chemical Society of Japan

  Bulletin of the Chemical Society of Japan 50 (1), 43-48, 1977

  公益社団法人 日本化学会

キーワード

• General Chemistry

詳細情報

• CRID: 1390001204136707072
• NII論文ID: 130001971092
• DOI: 10.1246/bcsj.50.43
• ISSN: 13480634
• ISSN: 00092673
• Web Site: https://academic.oup.com/bcsj/article-pdf/50/1/43/56094963/bcsj.50.43.pdf
• 本文言語コード: en
• データソース種別:
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