Sumanenemonoone Imines Bridged by Redox‐Active π‐Conjugated Unit: Synthesis,Stepwise Coordination to Palladium(II), and Laser‐Induced Formation of Nitrogen‐Doped Graphitic Carbon |
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Authors: | Dr Toru Amaya Yuhi Inada Yasutomo Shimizu Dr Akinori Saeki Dr Ryotaro Tsuji Prof?Dr Shu Seki Prof?Dr Toshikazu Hirao |
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Institution: | 1. Department of Applied Chemistry, Graduate School of Engineering, Osaka University, Yamada‐oka, Suita, Osaka 565‐0871 (Japan), Fax: (+81)?6‐6879‐7415;2. KANEKA Fundamental Technology Research Alliance Laboratories, Graduate School of Engineering, Osaka University, Yamada‐oka, Suita, Osaka 565‐0871 (Japan);3. JST, ACT‐C, 4‐1‐8 Honcho, Kawaguchi, Saitama, 332‐0012 (Japan) |
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Abstract: | Sumanenemonoone imine compounds bridged by a redox‐active π‐conjugated unit on the basis of the conversion between 1,4‐phenylenediamine and 1,4‐benzoquinonediimine were synthesized and characterized. The stepwise coordination of the imino groups to PdII in the sumanenemonoone imine compound bridged by 1,4‐benzoquinonediimine was indicated by the titration experiment. Laser irradiation of a film of the metal‐free quionediimine gave nitrogen‐doped graphitic carbon, which was supported by an increase in conductivity and by Raman spectroscopy. The obtained graphitic carbon corresponds to carbonous compounds thermally treated at approximately 700–1000 °C. The ratio of nitrogen and carbon relative to that in the starting compound was nearly completely retained (5.4 % decrease). |
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Keywords: | arenes doping graphitic carbon palladium sumanene |
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