Synthesis and Study of Mono(arylhydrazino)acenaphthenones and Nickel Complex based on Pyridine-substituted Derivative

Мұқаба

Дәйексөз келтіру

Толық мәтін

Ашық рұқсат Ашық рұқсат
Рұқсат жабық Рұқсат берілді
Рұқсат жабық Тек жазылушылар үшін

Аннотация

Three mono(arylhydrazino)acenaphthenones, that is, mono(2-pyridylhydrazino)acenaphthenone (Py-mhan, L1), mono(4-cyanophenylhydrazino)acenaphthenone (4-CN-Ph-mhan, L2), and mono(3,4,6-trifluoro-2-pyridylhydrazino)acenaphthenone (FPy-mhan, L3), were synthesized by the reaction of acenaphthene quinone with the appropriate arylhydrazine salt; compounds L2 and L3 were obtained for the first time. The subsequent reaction of L1 with nickel chloride in 2 : 1 ratio led to the octahedral complex [Ni(Py-mhan)2] (I), in which Py-mhan acts as a tridentate ligand. All of the prepared compounds were characterized by elemental analysis, IR and 1H NMR spectroscopy, and cyclic voltammetry; the crystal structures of L3 and I were determined by X-ray diffraction.

Толық мәтін

Рұқсат жабық

Авторлар туралы

I. Bakaev

Nikolaev Institute of Inorganic Chemistry, Siberian Branch, Russian Academy of Sciences

Email: nikolaj.romashev75@gmail.com
Ресей, Novosibirsk

V. Komlyagina

Nikolaev Institute of Inorganic Chemistry, Siberian Branch, Russian Academy of Sciences; Novosibirsk State National Research University

Email: nikolaj.romashev75@gmail.com
Ресей, Novosibirsk; Novosibirsk

N. Romashev

Nikolaev Institute of Inorganic Chemistry, Siberian Branch, Russian Academy of Sciences

Хат алмасуға жауапты Автор.
Email: nikolaj.romashev75@gmail.com
Ресей, Novosibirsk

A. Gushchin

Nikolaev Institute of Inorganic Chemistry, Siberian Branch, Russian Academy of Sciences

Email: nikolaj.romashev75@gmail.com
Ресей, Novosibirsk

Әдебиет тізімі

  1. Wang, J., Soo, H.Sen., and Garcia, F., Commun. Chem., 2020, vol. 3, no. 1, p. 133.
  2. Fomenko, I.S. and Gushchin, A.L., Russ. Chem. Rev., 2020, vol. 89, no. 9, p. 966.
  3. Komlyagina, V.I., Romashev, N.F., Besprozvannykh, V.K., et al., Inorg. Chem., 2023, vol. 62, no. 29, p. 11541.
  4. Romashev, N.F., Mirzaeva, I.V., Bakaev, I.V., et al., J. Struct. Chem., 2022, vol. 63, no. 2, p. 242.
  5. Romashev, NF., Bakaev, I.V., Komlyagina, V.I., et al., J. Struct. Chem., 2022, vol. 63, no. 8, p. 1304.
  6. Fedushkin, I.L., Skatova, A.A., Chudakova, V.A., and Fukin, G.K., Angew. Chem., Int. Ed. Engl., 2003, vol. 42, no. 28, p. 3294.
  7. Fedushkin, I.L., Maslova, O.V., Baranov, E.V., and Shavyrin, A.S., Inorg. Chem., 2009, vol. 48, no. 6, p. 2355.
  8. Bendix, J. and Clark, K.M., Angew. Chem., Int. Ed. Engl., 2016, vol. 55, no. 8, p. 2748.
  9. Bernauer, J., Pölker, J., and Jacobi von Wangelin, A., ChemCatChem, 2022, vol. 14, no. 1, p. e202101182.
  10. Chacon-Teran, M.A. and Findlater, M., Eur. J. Inorg. Chem., 2022, vol. 2022, no. 30, p. e202200363.
  11. Johnson, L.K., Killian, C.M., and Brookhart, M., J. Am. Chem. Soc., 1995, vol. 117, no. 23, p. 641415.
  12. Leatherman, M.D., Svejda, S.A., Johnson, L.K., and Brookhart, M., J. Am. Chem. Soc., 2003, vol. 125, no. 10, p. 3068.
  13. Bridges, C.R., McCormick, T.M., Gibson, G.L., et al., J. Am. Chem. Soc., 2013, vol. 135, no. 35, p. 13212.
  14. Zhai, F. and Jordan, R.F., Organometallics, 2017, vol. 36, no. 15, p. 2784.
  15. Wu, R., Klingler, W., Stieglitz, L., et al., Coord. Chem. Rev., 2023, vol. 474, no. 1, p. 214844.
  16. Fedushkin, I.L., Nikipelov, A.S., Morozov, A.G., et al., Chem.-Eur. J., 2012, vol. 18, no. 1, p. 255.
  17. Yakub, A.M., Moskalev, M.V., Bazyakina, N.L., and Fedushkin, I.L., Russ. Chem. Bull., 2018, vol. 67, no. 3, p. 473.
  18. Arrowsmith, M., Hill, M.S., and Kociok-Kohn, G., Organometallics, 2011, vol. 30, no. 6, p. 1291.
  19. Saini, A., Smith, C.R., Wekesa, F.S., et al., Org. Biomol. Chem., 2018, vol. 16, no. 48, p. 9368.
  20. Tamang, S.R., Cozzolino, A.F., and Findlater, M., Org. Biomol. Chem., 2019, vol. 17, no. 7, p. 1834.
  21. Gushchi, A.L., Romashev, N.F., Shmakova, A.A., et al., Mendeleev Commun., 2020, vol. 30, no. 1, p. 81.
  22. Fomenko, I.S., Gongola, M.I., Shulʹpina, L.S., et al., Catalysts, 2022, vol. 12, no. 10, p. 1168.
  23. Romashev, N.F., Bakae, I.V., Komlyagina, V.I., et al., Int. J. Mol. Sci., 2023, vol. 24, no. 13, p. 10457.
  24. Bakaev, I.V., Romashev, N.F., Komlyagina, V.I., et al., New J. Chem., 2023, vol. 47, no. 40, p. 18825.
  25. Zhou, J.L., Xu, Y.H., Jin, X.X., et al., Inorg. Chem. Commun., 2016, vol. 64, p. 67.
  26. Zhou, J.L., Sun, H.W., Yin, D.H., et al., J. Mol. Struct., 2017, vol. 1134, p. 63.
  27. Gao, Q., Song, Y., Zheng, C., et al., J. Mol. Struct., 2020, vol. 1214, p. 128228.
  28. Su, Y.X., Zhang, C.Z., and Song, M.X., Acta Crystallogr., Sect. C: Struct. Chem., 2017, vol. 73, no. 6, p. 458.
  29. Sheldrick, G.M., Acta Crystallogr., Sect. A: Cryst. Adv., 2015, vol. 71, no. 1, p. 3.
  30. Sheldrick, G.M., Acta Crystallogr., Sect. C: Struct. Chem., 2015, vol. 71, p. 3.
  31. Hubschle, C.B., Sheldrick, G.M., and Dittrich, B., J. Appl. Crystallogr., 2011, vol. 44, no. 6, p. 1281.
  32. Soldatov, D.V., Mendeleev Commun., 1997, vol. 7, no. 3, p. 100.
  33. Bose, N. and Lynton, H., Can. J. Chem., 1973, vol. 51, no. 12, p. 1952.
  34. Zhang, H. and Fang, L., Acta Crystallogr., Sect. E: Struct. Rep. Online, 2005, vol. 61, no. 1, p. m1.
  35. Wriedt, M., Jess, I., and Nather, C., Acta Crystallogr., Sect. E: Struct. Rep. Online, 2010, vol. 66, no. 7, p. m780.
  36. Van Damme, N., Lough, A.J., Gorelsky, S.I., and Lemaire, M.T., Inorg. Chem., 2013, vol. 52, no. 22, p. 13021.
  37. Niklas, J.E., Farnum, B.H., Gorden, J.D., and Gorden, A.E.V., Organometallics, 2017, vol. 36, no. 23, p. 4626.

Қосымша файлдар

Қосымша файлдар
Әрекет
1. JATS XML
2. Scheme 1. Synthesis of compounds L1-L3, I and numbering of protons in compounds L1-L3

Жүктеу (198KB)
3. Fig. 1. Molecular structure of L3 according to PCA data

Жүктеу (58KB)
4. Fig. 2. Molecular structure of I according to PCA data

Жүктеу (85KB)
5. Fig. 3. CBA curves of the L1-L3 compounds in the potential range from -1.6 to 1.7 V (for L1); -1.75 to 1.8 V (for L2); -1.5 to 2.0 V (for L3) (CH2Cl2, SU electrode, c(L1-L3) = 8 × 10-4-2 × 10-3 M, v = 100 mV/s, 0.1 M nBu4NPF6, rt. Ag/AgCl))

Жүктеу (130KB)
6. Scheme 2. Ar-mhan redox processes

Жүктеу (82KB)
7. Fig. 4. CVA curves of compound I in the potential range from 0 to -1.7 V and 0 to 2.0 V (CH2Cl2, SU electrode, c(L1-L3) = 1 × 10-3 mol/L, v = 100 mV/s, 0.1 mol/L nBu4NPF6, rt. Ag/AgCl))

Жүктеу (78KB)

© Российская академия наук, 2024