Conformational flexibility of fused tetracenedione propellers obtained from one-pot reductive dimerization of acetylenic quinones

Sergei F. Vasilevsky, Denis S. Baranov, Victor I. Mamatyuk, Dmitry S. Fadeev, Yurii V. Gatilov, Aleksandr A. Stepanov, Nadezhda V. Vasilieva, Igor V. Alabugin

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9 Citations (Scopus)

Abstract

Reductive dimerization of acetylenic anthraquinones provides synthetic access to flexible nonplanar polyaromatics with a tetracenedione core. In solution, these nonplanar, contorted polycycles exist as equilibrating mixtures of two symmetric conformers. The fused tetracenediones are easily reduced and exhibit rich electrochemical behavior.

Original languageEnglish
Pages (from-to)1618-1631
Number of pages14
JournalJournal of Organic Chemistry
Volume80
Issue number3
DOIs
Publication statusPublished - 6 Feb 2015
Externally publishedYes

ASJC Scopus subject areas

  • Organic Chemistry

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  • Cite this

    Vasilevsky, S. F., Baranov, D. S., Mamatyuk, V. I., Fadeev, D. S., Gatilov, Y. V., Stepanov, A. A., Vasilieva, N. V., & Alabugin, I. V. (2015). Conformational flexibility of fused tetracenedione propellers obtained from one-pot reductive dimerization of acetylenic quinones. Journal of Organic Chemistry, 80(3), 1618-1631. https://doi.org/10.1021/jo502543b