Conformational Flexibility of Fused Tetracenedione Propellers Obtained from One-Pot Reductive Dimerization of Acetylenic Quinones

Conformational Flexibility of Fused Tetracenedione Propellers Obtained from One-Pot Reductive Dimerization of Acetylenic Quinones Full article

Journal

Journal of Organic Chemistry
ISSN: 0022-3263

Output data

Year: 2015, Volume: 80, Number: 3, Pages: 1618-1631 Pages count : DOI: 10.1021/jo502543b

Authors

Vasilevsky Sergei F. ^1,2 , Baranov Denis S. ¹ , Mamatyuk Victor I. ^2,3 , Fadeev Dmitry S. ³ , Gatilov Yurii V. ^2,3 , Stepanov Aleksandr A. ^1,2 , Vasilieva Nadezhda V. ³ , Alabugin Igor V. ⁴

Affiliations

1	(Данные Web of science) Russian Acad Sci, Siberian Branch, Inst Chem Kinet & Combust, Novosibirsk 630090, Russia
2	(Данные Web of science) Novosibirsk State Univ, Novosibirsk 630090, Russia
3	(Данные Web of science) Russian Acad Sci, Siberian Branch, NN Vorozhtsov Novosibirsk Inst Organ Chem, Novosibirsk 630090, Russia
4	(Данные Web of science) Florida State Univ, Dept Chem & Biochem, Tallahassee, FL 32306 USA

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.

Vasilevsky S.F. , Baranov D.S. , Mamatyuk V.I. , Fadeev D.S. , Gatilov Y.V. , Stepanov A.A. , Vasilieva N.V. , Alabugin I.V.
Conformational Flexibility of Fused Tetracenedione Propellers Obtained from One-Pot Reductive Dimerization of Acetylenic Quinones
Journal of Organic Chemistry. 2015. V.80. N3. P.1618-1631. DOI: 10.1021/jo502543b WOS Scopus РИНЦ

Published online:	Jan 27, 2015
Published print:	Feb 6, 2015

Web of science	WOS:000349934600034
Scopus	2-s2.0-84922738529
Elibrary	24008108
OpenAlex	W2332046961