A. E. Tarakanova, M. A. Zherebtsov, M. V. Arsenyev, E. V. Baranov, S. A. Chesnokov, V. K. Cherkasov, “New tri-tert-alkyl substituted o-quinones of tetraline family”, Mendeleev Commun., 2022, Volume 32, Issue 4,Pages 540

This article is cited in 2 papers

Communications

New tri-tert-alkyl substituted o-quinones of tetraline family

A. E. Tarakanova^a, M. A. Zherebtsov^a, M. V. Arsenyev^ab, E. V. Baranov^a, S. A. Chesnokov^a, V. K. Cherkasov^ab

^a G.A. Razuvaev Institute of Organometallic Chemistry, Russian Academy of Sciences, Nizhnii Novgorod, Russian Federation
^b N.I. Lobachevsky State University of Nizhni Novgorod, Nizhni Novgorod, Russian Federation

Abstract: New tri-tert-alkyl substituted o-quinones of 3-tert-alkyl-5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalene-1,2-dione chemotype were obtained from phenol and 2,5-dichloro-2,5-dimethylhexane, with the SeO₂ oxidation of the sterically hindered phenol moiety having been performed at the final step. The electrochemical reduction of these quinones proceeds in two stages: the first reduction wave (E_1/2 = –0.60 ÷ –0.62 V) is reversible, while the second stage is irreversible.

Keywords: o-quinones, phenol, tetralines, alkylation, oxidation, selenium dioxide, X-ray study, electrochemistry.

Language: English

DOI: 10.1016/j.mencom.2022.07.035

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