2,1,3-benzothiadiazole dimers: Preparation, structure, and transannular electronic interactions of syn-and anti-[2.2](4,7)benzothiadiazolophanes

Motonori Watanabe, Kenta Goto, Mamoru Fujitsuka, Sachiko Tojo, Tetsuro Majima, Teruo Shinmyozu

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The cyclophanes comprised of two 2,1,3-benzothiadiazole (BTD) rings, anti-and syn-[2.2](4,7)benzothiadiazolophanes (anti-1 and syn-1), were prepared for the first time. The differences of the physical properties in the overlapping mode of the π-systems are clearly observed, and syn-1 shows much more significant transannular π-electronic interactions than anti-1 especially in the redox properties and the stability of the radical anion species.

Original languageEnglish
Pages (from-to)1155-1161
Number of pages7
JournalBulletin of the Chemical Society of Japan
Issue number10
Publication statusPublished - Oct 29 2010


All Science Journal Classification (ASJC) codes

  • Chemistry(all)

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