Synthesis of Tetrazinyl Biradicals Containing 1,1′-Biphenyl Fragment

S. G. Kostryukov; Кострюков С. Г.; A. A. Burtasov; Буртасов А. А.; A. V. Dolganov; Долганов А. В.; A. Sh. Kozlov; Козлов А. Ш.; I. A. Konushkin; Конушкин И. А.; N. A. Malov; Малов Н. А.; D. V. Stulnikov; Стульников Д. В.; N. V. Yantsen; Янцен Н. В.

doi:10.31857/S0044460X24010046

Synthesis of Tetrazinyl Biradicals Containing 1,1′-Biphenyl Fragment

Authors: Kostryukov S.G.¹, Burtasov A.A.¹, Dolganov A.V.¹, Kozlov A.S.¹, Konushkin I.A.¹, Malov N.A.¹, Stulnikov D.V.¹, Yantsen N.V.¹
Affiliations:
1. National Research Ogarev Mordovia State University
Issue: Vol 94, No 1 (2024)
Pages: 56-67
Section: Articles
URL: https://journals.rcsi.science/0044-460X/article/view/258224
DOI: https://doi.org/10.31857/S0044460X24010046
EDN: https://elibrary.ru/HLSBIF
ID: 258224

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Abstract

4,4′-([1,1′-Biphenyl]-4,4′-diyl)bis(6-aryl-2-phenyl-5,6-dihydro-1,2,4,5-tetrazin-1-2H-yls) were obtained from bis(triflates) 1,1′-([1,1′-biphenyl]-4,4′-diyl)bis(3-aryl-5-phenyl-5,6-dihydro-1, 2,4,5-tetrazinium-1) synthesized from the corresponding 1,1′-([1,1′-biphenyl]diyl-4,4′)bis(3-aryl-5-phenylformazane). It was found that binuclear tetrazinium salts are formed by the action of formaldehyde and CF₃SO₃H on formazans, while mononuclear salts are formed by the action of HClO₄. Tetrazinyl diradicals were isolated in the individual state and characterized by elemental analysis, IR and ESR spectroscopy.

Keywords

bis-formazans, diazo-coupling, 5,6-dihydro-1,2,4,5-tetrazinium, perchlorate, triflate, 1,2,3,4-tetrahydro-1,2,4,5-tetrazinyl, radical, ESR spectroscopy

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