Synthesis, Properties, and Redox Behavior of Ferrocenyl-1,1,4,4-tetracyano-1,3-butadienes Connected by Arylamine and Azobenzene Spacers

• Taku Shoji

• Natsumi Kamata

• Akifumi Maruyama

抄録

Ferrocene-substituted 1,1,4,4-tetracyano-1,3-butadienes (FcTCBDs) connected by arylamine and azobenzene spacers were prepared by the reaction of a variety of alkynes with tetracyanoethylene (TCNE) in a [2 + 2] cycloaddition, followed by retroelectrocyclization of the initially formed [2 + 2] cycloadducts (i.e., cyclobutene derivatives). The characteristic intramolecular charge transfer (ICT) from the donors (ferrocene and arylamine) to the acceptor (TCBD) moieties was investigated by using UV–vis spectroscopy. The redox behaviors of the FcTCBDs were examined by cyclic voltammetry (CV) and differential pulse voltammetry (DPV), which revealed their promising redox properties with multi-electron transfer depending on the number of FcTCBD moieties in the molecules. Moreover, significant color changes were observed by visible spectroscopy under the electrochemical reduction conditions.

収録刊行物

• Bulletin of the Chemical Society of Japan

  Bulletin of the Chemical Society of Japan 88 (9), 1338-1346, 2015-09

  Tokyo : Chemical Society of Japan

キーワード

• General Chemistry

詳細情報

• CRID: 1524232504804615296
• NII論文ID: 130005099087
• NII書誌ID: AA00580132
• ISSN: 00092673
• ISSN: 13480634
• DOI: 10.1246/bcsj.20150165
• NDL書誌ID: 026736202
• Web Site: http://id.ndl.go.jp/bib/026736202
• Web Site: https://ndlsearch.ndl.go.jp/books/R000000004-I026736202
• Web Site: https://academic.oup.com/bcsj/article-pdf/88/9/1338/56278290/bcsj.20150165.pdf
• 本文言語コード: en
• NDL 雑誌分類:
  • ZP1(科学技術--化学・化学工業)
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