NMR Study on the Electrochemically Generated Triphenylmethyl Anion.

• Okano Mitsutoshi

  Department of Photo-Optical Engineering, Tokyo Institute of Polytechnics

• Kugita Tsuyoshi

  Department of Material Science, The Nishi-Tokyo University

• Ohtani Daijiro

  Department of Photo-Optical Engineering, Tokyo Institute of Polytechnics

• Hamano Hiroshi

  Department of Photo-Optical Engineering, Tokyo Institute of Polytechnics

抄録

The ¹³C and ¹H NMR spectra of the triphenylmethyl anion, which had been generated by an electrochemical reduction of triphenylmethane in dimethylformamide at −40 °C, were successfully obtained. An anion having a tetrabutylammonium counter cation had ¹³C chemical shifts similar to those for an anion with a lithium counter cation. An examination of the ¹H NMR spectra revealed that the reaction is a one-electron reaction. Experiments conducted under temperature control showed that the anion is fairly stable below −20 °C. Decomposition of the anion above −20 °C was suggested to be hydrogen abstraction from the β-position of a tetrabutylammonium cation by a triphenylmethyl anion (Hofmann decomposition of the ammonium cation).

収録刊行物

• Bulletin of the Chemical Society of Japan

  Bulletin of the Chemical Society of Japan 68 (3), 759-763, 1995

  公益社団法人 日本化学会

キーワード

• General Chemistry

詳細情報

• CRID: 1390282679097488896
• NII論文ID: 10008887231
• NII書誌ID: AA00580132
• DOI: 10.1246/bcsj.68.759
• COI: 1:CAS:528:DyaK2MXks12htrg%3D
• ISSN: 13480634
• ISSN: 00092673
• Web Site: https://academic.oup.com/bcsj/article-pdf/68/3/759/56193264/bcsj.68.759.pdf
• 本文言語コード: en
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