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A double-helical S,C-bridged tetraphenyl-para-phenylenediamine and its persistent radical cation.
Harada, Kaho; Hasegawa, Chika; Matsumoto, Taisuke; Sugishita, Hiroki; Kitamura, Chitoshi; Higashibayashi, Shuhei; Hasegawa, Masashi; Suzuki, Shuichi; Kato, Shin-Ichiro.
Affiliation
  • Harada K; Department of Materials Science, School of Engineering, The University of Shiga Prefecture, 2500 Hassaka-cho, Hikone, Shiga 522-8533, Japan. kato.s@mat.usp.ac.jp.
  • Hasegawa C; Department of Chemistry, School of Science, Kitasato University, 1-15-1 Kitasato, Minami-ku, Sagamihara, Kanagawa 252-0373, Japan.
  • Matsumoto T; Institute for Materials Chemistry and Engineering (IMCE), Kyushu University, 6-1 Kasuga-koh-en, Kasuga 816-8580, Japan.
  • Sugishita H; Department of Materials Science, School of Engineering, The University of Shiga Prefecture, 2500 Hassaka-cho, Hikone, Shiga 522-8533, Japan. kato.s@mat.usp.ac.jp.
  • Kitamura C; Department of Materials Science, School of Engineering, The University of Shiga Prefecture, 2500 Hassaka-cho, Hikone, Shiga 522-8533, Japan. kato.s@mat.usp.ac.jp.
  • Higashibayashi S; Faculty of Pharmacy, Keio University, 1-5-30, Shibakoen, Minato-ku, Tokyo 105-8512, Japan.
  • Hasegawa M; Department of Chemistry, School of Science, Kitasato University, 1-15-1 Kitasato, Minami-ku, Sagamihara, Kanagawa 252-0373, Japan.
  • Suzuki S; Department of Chemistry, Graduate School of Engineering Science, Osaka University, 1-3 Machikaneyama-cho, Toyonaka, Osaka 560-8531, Japan.
  • Kato SI; Department of Materials Science, School of Engineering, The University of Shiga Prefecture, 2500 Hassaka-cho, Hikone, Shiga 522-8533, Japan. kato.s@mat.usp.ac.jp.
Chem Commun (Camb) ; 59(10): 1301-1304, 2023 Jan 31.
Article in En | MEDLINE | ID: mdl-36633220
ABSTRACT
A structurally constrained, double-helical S,C-bridged tetraphenyl-para-phenylenediamine (TPPD) has been synthesized. The stable radical cation of the S,C-bridged TPPD was generated by chemical oxidation, and the electron spin was found to be delocalized over the entire π-conjugated framework. The excellent conformational stability of the neutral molecule facilitated the separation of its enantiomers.
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Full text: 1 Collection: 01-internacional Database: MEDLINE Language: En Journal: Chem Commun (Camb) Journal subject: QUIMICA Year: 2023 Document type: Article Affiliation country: Japón
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Full text: 1 Collection: 01-internacional Database: MEDLINE Language: En Journal: Chem Commun (Camb) Journal subject: QUIMICA Year: 2023 Document type: Article Affiliation country: Japón