Abstract:
The first representative of the 1,2,3,4-tetrazine-N-oxides, 5,7-dibromobenzo-1,2,3,4-tetrazine-1-N-oxide 4b, has been obtained by intramolecular reaction of o-(tert-butylazoxy)phenyldiazonium tetrafluoroborate 2b. Compound 4b has been characterized by NMR spectroscopy and an X-ray diffraction study and its transformation 4b→ 5b→ 6b investigated; o-azidonitrosobenzene 5b was isolated and characterized for the first time.
Document Type:
Article
Language: English
Citation:
A. M. Churakov, O. Yu. Smirnov, Yu. A. Strelenko, S. L. Ioffe, V. A. Tartakovsky, Yu. T. Struchkov, F. M. Dolgushin, A. I. Yanovsky, “Synthesis, Structure and Transformations of the First 1,2,3,4-Tetrazine-1-N-oxide”, Mendeleev Commun., 4:4 (1994), 122–124
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M. S. Klenov, A. A. Voronin, A. M. Churakov, V. A. Tartakovsky, “Advances in the chemistry of 1,2,3,4-tetrazines”, Russian Chem. Reviews, 92:8 (2023), RCR5089
David E. Chavez, Jeffery C. Bottaro, Mark Petrie, Damon A. Parrish, “Synthesis and Thermal Behavior of a Fused, Tricyclic 1,2,3,4‐Tetrazine Ring System”, Angew Chem Int Ed, 54:44 (2015), 12973
David E. Chavez, Jeffery C. Bottaro, Mark Petrie, Damon A. Parrish, “Synthesis and Thermal Behavior of a Fused, Tricyclic 1,2,3,4‐Tetrazine Ring System”, Angewandte Chemie, 127:44 (2015), 13165
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Pascal Palmas, Elzéar Girard, Eric Pasquinet, Thomas Caron, Didier Poullain, “Spectral assignments for 1H,13C and 15N solution and solid‐state NMR spectra of s‐tetrazine and dihydro‐s‐tetrazine derivatives”, Magnetic Reson in Chemistry, 45:1 (2007), 65
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Waldemar Adam, Claus van Barneveld, Dieter Golsch, “Direct synthesis of 3-aryl-1,2,4,5-tetrazine N-1-oxides by the oxidation with methyl(trifluoromethyl)dioxirane”, Tetrahedron, 52:7 (1996), 2377
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A. M. Churakov, O. Yu. Smirnov, Yu. A. Strelenko, S. L. Ioffe, V. A. Tartakovsky, Yu. T. Struchkov, F. M. Dolgushin, A. I. Yanovsky, “Mechanism of benzo-l,2,3,4-tetrazine l-N-oxide formation”, Mendeleev Commun., 6:1 (1996), 22–23
A. M. Churakov, S. L. Ioffe, V. A. Tartakovsky, “Synthesis of l-aryl-2-nitrodiazene 1-N-oxides”, Mendeleev Commun., 6:1 (1996), 20–22
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A. M. CHURAKOV, O. YU. SMIRNOV, YU. A. STRELENKO, S. L. IOFFE, V. A. TARTAKOVSKY, YU. T. STRUCHKOV, F. M. DOLGUSHIN, A. I. YANOVSKY, “ChemInform Abstract: Synthesis, Structure and Transformations of the First 1,2,3,4‐ Tetrazine‐1‐oxide.”, ChemInform, 25:52 (1994)
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