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: 
							- National Research Ogarev Mordovia State University
 
- Issue: Vol 94, No 1 (2024)
- Pages: 56-67
- Section: Articles
- URL: https://rjeid.com/0044-460X/article/view/667229
- DOI: https://doi.org/10.31857/S0044460X24010046
- EDN: https://elibrary.ru/HLSBIF
- ID: 667229
Cite item
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.
Full Text
 
												
	                        About the authors
S. G. Kostryukov
National Research Ogarev Mordovia State University
							Author for correspondence.
							Email: kostryukov_sg@mail.ru
				                	ORCID iD: 0000-0002-1774-0836
				                																			                												                	Russian Federation, 							Saransk						
A. A. Burtasov
National Research Ogarev Mordovia State University
														Email: kostryukov_sg@mail.ru
				                	ORCID iD: 0000-0003-2889-7369
				                																			                												                	Russian Federation, 							Saransk						
A. V. Dolganov
National Research Ogarev Mordovia State University
														Email: kostryukov_sg@mail.ru
				                	ORCID iD: 0000-0001-7120-1908
				                																			                												                	Russian Federation, 							Saransk						
A. Sh. Kozlov
National Research Ogarev Mordovia State University
														Email: kostryukov_sg@mail.ru
				                	ORCID iD: 0000-0001-6245-2414
				                																			                												                	Russian Federation, 							Saransk						
I. A. Konushkin
National Research Ogarev Mordovia State University
														Email: kostryukov_sg@mail.ru
				                	ORCID iD: 0000-0002-0440-3400
				                																			                												                	Russian Federation, 							Saransk						
N. A. Malov
National Research Ogarev Mordovia State University
														Email: kostryukov_sg@mail.ru
				                	ORCID iD: 0000-0001-8334-7963
				                																			                												                	Russian Federation, 							Saransk						
D. V. Stulnikov
National Research Ogarev Mordovia State University
														Email: kostryukov_sg@mail.ru
				                					                																			                												                	Russian Federation, 							Saransk						
N. V. Yantsen
National Research Ogarev Mordovia State University
														Email: kostryukov_sg@mail.ru
				                	ORCID iD: 0000-0002-1443-8295
				                																			                												                	Russian Federation, 							Saransk						
References
- Hicks R.G., in: Stable Radicals: Fundamentals and Applied Aspects of Odd-Electron Compounds / Ed. R.G. Hicks. New York: Wiley, 2010. p. 245. doi: 10.1002/9780470666975
- Kuhn R., Trischman H. // Monatsh. Chem. 1964. Vol. 95. N 2. P. 457. doi: 10.1007/BF00901311
- Липунова Г.Н., Федорченко Т.Г., Чупахин О.Н. // Усп. хим. 2013. Т. 82. № 8. C. 701; Lipunova G.N., Fedorchenko T.G., Chupakhin O.N. // Russ. Chem. Rev. 2013. Vol. 82. N 8. P. 701. doi: 10.1070/RC2013v082n08ABEH004341
- Липунова Г.Н., Федорченко Т.Г., Цмокалюк А.Н., Чупахин О.Н. // Изв. АН. Сер. хим. 2020. № 7. С. 1203; Lipunova G.N., Fedorchenko T.G., Tsmokalyuk A.N., Chupakhin O.N. // Russ. Chem. Bull. 2020. Vol. 69. N 7. P. 1203. doi: 10.1007/s11172-020-2892-6
- Brook D.J.R. // Comments Inorg. Chem. 2015. Vol. 35. N 1. P. 1. doi: 10.1080/02603594.2014.974805
- Липунова Г.Н., Федорченко Т.Г., Чупахин О.Н. // Коорд. хим. 2022. T. 48. № 7. С. 389; Lipunova G.N., Fedorchenko T.G., Chupakhin O.N. // Russ. J. Coord. Chem. Vol. 48. N 7. P. 397. doi: 10.1134/S1070328422070065
- Votkina D.E., Petunin P.V., Zhivetyeva S.I., Bagryanskaya I.Yu., Uvarov M.N., Kazantsev M.S., Trusova M.E., Tretyakov E.V., Postnikov P.S. // Eur. J. Org. Chem. 2020. N 13. P. 1996. doi: 10.1002/ejoc.202000044
- Tretyakov E.V., Petunin P.V., Zhivetyeva S.I., Gorbunov D.E., Gritsan N.P., Fedin M.V., Stass D.V., Samoilova R.I., Bagryanskaya I.Yu., Shundrina I.K., Bogomyakov A.S., Kazantsev M.S., Postnikov P.S., Trusova M.E., Ovcharenko V.I. // J. Am. Chem. Soc. 2021. Vol. 143. N 21. P. 8164. doi: 10.1021/jacs.1c02938
- Abe M. // Chem. Rev. 2013. Vol. 113. N 9. P. 7011. doi: 10.1021/cr400056a
- Sanvito S. // Chem. Soc. Rev. 2011. Vol. 40. P. 3336. doi: 10.1039/C1CS15047B
- Hu G., Xie S., Wang C., Timm C. // Beilstein J. Nanotechnol. 2017. Vol. 8. P. 1919. doi: 10.3762/bjnano.8.192
- Sugisaki K., Nakazawa S., Toyota K., Sato K., Shiomi D., Takui T. // ACS Cent. Sci. 2019. Vol. 5. N 1. P. 167. doi: 10.1021/acscentsci.8b00788
- Kuhn R., Neugebauer F.A., Trischmann H. // Monatsh. Chem. 1966. Vol. 97. P. 525. doi: 10.1007/BF00905273
- Chung G., Lee D. // Chem. Phys. Lett. 2001. Vol. 350. N 3–4. P. 339. doi: 10.1016/S0009-2614(01)01296-9
- Azuma N., Ishizu K., Mukai K. // J. Chem. Phys. 1974. Vol. 61. P. 2294. doi: 10.1063/1.1682306
- Meier P., Blume A., Ohmes E., Neugebauer F.A., Kothe G. // Biochemistry. 1982. Vol. 21. N 3. P. 526. doi: 10.1021/bi00532a018
- Кострюков С.Г., Буртасов А.А., Долганов А.В., Козлов А.Ш., Конушкин И.А., Малов Н.А., Краснов А.Д., Асфандеев А.Ю. // ЖОХ. 2023. Т. 93. № 4. С. 507; Kostryukov S.G., Burtasov A.A., Dolganov A.V., Kozlov A.Sh., Konushkin I.A., Malov N.A., Krasnov D.A., Asfandeev A.Yu. // Russ. J. Gen. Chem. 2023. Vol. 93. N 4. P. 779. doi: 10.1134/S1070363223040023
- Кострюков С.Г., Козлов А.Ш., Конушкин И.А., Краснов Д.А., Янцен Н.В. // ЖОрХ. 2022. Т. 58. № 10. С. 1080; Kostryukov S.G., Kozlov A.S., Konushkin I.A., Krasnov D.A., Yantsen N.V. // Russ. J. Org. Chem. 2022. Vol. 58. N 10. P. 1416. doi: 10.1134/S1070428022100050
- Кострюков С.Г., Тезикова В.С., Козлов А.Ш., Мастерова Ю.Ю., Идрис Т.Д.И., Алалван Д.Х.К. // ЖОрХ. 2021. Т. 57. № 10. С. 1403; Kostryukov S.G., Tezikova V.S., Kozlov A.S., Masterova Y.Y., Jassim T., Alalwan D.H.K. // Russ. J. Org. Chem. 2021. Vol. 57. N 10. P. 1600. doi: 10.1134/S1070428021100055
Supplementary files
 
				
			 
					 
						 
						 
						 
						 
									

 
  
  
  Email this article
			Email this article 
 Open Access
		                                Open Access Access granted
						Access granted












