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

Research output: Contribution to journalArticle

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

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Anthraquinones
Quinones
Dimerization
Propellers

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Conformational flexibility of fused tetracenedione propellers obtained from one-pot reductive dimerization of acetylenic quinones. / Vasilevsky, Sergei F.; Baranov, Denis S.; Mamatyuk, Victor I.; Fadeev, Dmitry S.; Gatilov, Yurii V.; Stepanov, Aleksandr A.; Vasilieva, Nadezhda V.; Alabugin, Igor V.

In: Journal of Organic Chemistry, Vol. 80, No. 3, 06.02.2015, p. 1618-1631.

Research output: Contribution to journalArticle

Vasilevsky, SF, Baranov, DS, Mamatyuk, VI, Fadeev, DS, Gatilov, YV, Stepanov, AA, Vasilieva, NV & Alabugin, IV 2015, 'Conformational flexibility of fused tetracenedione propellers obtained from one-pot reductive dimerization of acetylenic quinones', Journal of Organic Chemistry, vol. 80, no. 3, pp. 1618-1631. https://doi.org/10.1021/jo502543b
Vasilevsky, Sergei F. ; Baranov, Denis S. ; Mamatyuk, Victor I. ; Fadeev, Dmitry S. ; Gatilov, Yurii V. ; Stepanov, Aleksandr A. ; Vasilieva, Nadezhda V. ; Alabugin, Igor V. / Conformational flexibility of fused tetracenedione propellers obtained from one-pot reductive dimerization of acetylenic quinones. In: Journal of Organic Chemistry. 2015 ; Vol. 80, No. 3. pp. 1618-1631.
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