K. A. Martyanov, A. A. Tsybushkina, A. V. Cherkasov, A. A. Belikov, V. A. Kuropatov, “4-Phenyldiazenyl-substituted 3,6-di-<i>tert</i>-butylcatechol: synthesis and azo–hydrazone equilibrium”, Mendeleev Commun., 2024, Volume 34, Issue 4,Pages <nobr>584

This article is cited in 2 papers

Communications

4-Phenyldiazenyl-substituted 3,6-di-tert-butylcatechol: synthesis and azo–hydrazone equilibrium

K. A. Martyanov, A. A. Tsybushkina, A. V. Cherkasov, A. A. Belikov, V. A. Kuropatov

G.A. Razuvaev Institute of Organometallic Chemistry, Russian Academy of Sciences, Nizhnii Novgorod, Russian Federation

Abstract: Reaction of 3-hydroxy-2,5-di-tert-butyl-1,4-benzoquinone with phenylhydrazine hydrochloride mainly leads to the corresponding hydrazone at the position 1 existing in tautomeric equilibrium with 3,6-di-tert-butyl-4-(phenyl- diazenyl)catechol. Thermodynamic parameters of the tautomerization were evaluated by NMR spectroscopy. The hydrazone structure was confirmed by XRD study.

Keywords: dioxolene ligands, photoresponsive ligands, benzoquinones, p-iminoquinone, azo compounds, hydrazones, azo–hydrazone tautomerism.

Language: English

DOI: 10.1016/j.mencom.2024.06.038

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