Synthesis of C60 fullerene hybrid molecules with catecholamines under the action of ultrasound

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Abstract

For the first time, morpholine monoadducts of С60-fullerene were obtained in the reactions of fullerene with biogenic amines (norepinephrine, adrenaline) under the action of ultrasound. The reactions take place in air in ( g 2.0000 and Δ H 1/2 3.2 G) was detected by EPR, a key intermediate in the synthesis of the C60-adrenaline cycloadduct, which was obtained as a result •-a toluene/DMF medium at room temperature. The radical anion C60- of a one-electron transition from the adrenaline molecule to the C60 framework.

About the authors

Z. S Kinzyabaeva

Institute of Petrochemistry and Catalysis, Russian Academy of Sciences

Email: zefa5@rambler.ru

D. Sh. Sabirov

Institute of Petrochemistry and Catalysis, Russian Academy of Sciences

Email: zefa5@rambler.ru

References

  1. Zieleniewska A., Lodermeyer F., Roth A., Guldi D.M. Chem. Soc. Rev. 2018, 47, 702-714. doi: 10.1039/C7CS00728K
  2. Jia L., Chen M., Yang S. Mater. Chem. Front. 2020, 4, 2256-2282. doi: 10.1039/D0QM00295J
  3. Nakamura E., Isobe H. Acc. Chem.Res. 2003, 36, 807-815. doi: 10.1021/ar030027y
  4. Castro E., Garcia A.H., Zavala G., Echegoyen L. J. Mater. Chem. B. 2017, 5, 6523-6535. doi: 10.1039/C7TB00855D
  5. Anilkumar P., Lu F., Cao L., Luo P. G., Liu J.-H., Sahu S., Tackett K. N. II, Wang Y., Sun Y.-P. Curr. Med. Chem. 2011, 18, 2045-2059. doi: 10.2174/092986711795656225
  6. Li F.-B., Liu T.-X., Wang G.-W. J. Org. Chem. 2008, 73, 6417-6420. doi: 10.1021/jo8007868
  7. Yang H.-T., Liang X.-C., Wang Y.-H., Yang Y., Sun X.-Q., Miao C.-B. Org. Lett. 2013, 15, 4650-4653. doi: 10.1021/jo402079m
  8. Zhang X.-F., Li F.-B., Shi J.-L., Wu J., Liu L. New J. Chem. 2016, 40, 1626-1632. doi: 10.1039/C5NJ02503F
  9. Takeda Y., Enokijima S., Nagamachi T., Nakayama K., Minakata S. Asian J. Org. Chem. 2013, 2, 91-97. doi: 10.1002/ajoc.201200114
  10. Yang H.-T., Ren W.-L., Dong C.-P., Yang Y., Sun X.-Q., Miao C.-B. Tetrahedron Lett. 2013, 54, 6799-6803. doi: 10.1016/j.tetlet.2013.09.002
  11. Yang H.-T., Xing M.-L., Zhu Y.-F., Sun X.-Q., Cheng J., Miao C.-B., Li F.-B. J. Org. Chem. 2014, 79, 1487-1492. doi: 10.1021/jo4025573
  12. You X., Wang G.-W. J. Org. Chem. 2014, 79, 117-121. doi: 10.1021/jo402354w
  13. Zhen J., Liu Q., Chen X., Li D., Qiao Q., Lu Y., Yang S. J. Mater. Chem. A. 2016, 4, 8072-8079. doi: 10.1039/C6TA02016J
  14. Джемилев У.М., Ибрагимов А.Г., Туктаров А.Р., Пудас М., Валямова Ф.Г. Пат. 2 309 938 C1. РФ.
  15. Liu Q., Zhen J., Zhou W., Chen X., Li D., Yang S. Org. Electr. 2016, 39, 191-198. doi: 10.1016/j.orgel.2016.10.009
  16. Yang H.-T., Ge J., Lu X.-W., Sun X.-Q., Miao C.-B. J. Org. Chem. 2017, 82, 5873-5880. doi: 10.1021/acs.joc.7b00741
  17. Kinzyabaeva Z.S., Sharipov G.L. Ultrason. Sonochem. 2018, 42, 119-123. doi: 10.1016/j.ultsonch.2017.11.012
  18. Кинзябаева З.С., Шарипов Г.Л. ЖОрХ. 2018, 54, 1102-1104.
  19. Kinzyabaeva, Z.S., Sharipov, G.L. Russ. J. Org. Chem. 2018, 54, 1112-1115. doi: 10.1134/S1070428018070254
  20. Kinzyabaeva Z.S., Dmitriev A.M., Sabirov D.Sh. Fullerenes, Nanotub. and Carbon Nanostruct. 2021, 29, 601-607. doi: 10.1080/1536383X.2021.1873782
  21. Кинзябаева З.С. ХГС 2021, 57, 602-605.
  22. Kinzyabaeva Z.S. Chem. Heterocycl. Compd. 2021, 57, 602-605. doi: 10.1007/s10593-021-02950-2
  23. Isaacs L., Wehrsig A., Diederich F. Helv. Chim. Acta. 1993, 76, 1231-1250. doi: 10.1002/hlca.19930760310
  24. Elemes Y., Silverman S.K., Sheu C., Kao M., Foote C.S., Alvarez M.M., Whetten R.L. Angew. Chem., Int. Ed. 1992, 31, 351-353. doi: 10.1002/anie.199203511
  25. Kinzyabaeva Z.S., Sadykov R.A., Sharopov G.L. Fuller., Nanotub. Carbon Nanostructures. 2019, 27, 878-886. doi: 10.1080/1536383X.2019.1653857
  26. Hirsch A., Li Q., Wundl L., Wundl F. Angew. Chem. Int. Ed. 1991, 30, 1309-1310. doi: 10.1002/anie.199113091
  27. Wudl F., Hirsch A., Khemani K.C., Suzuki T., Allemand P.-M., Koch A., Eckert H., Srdanov G., Webb H.M. ACS Symposium Series. Ed. G.S. Hammond, V.J. Kuck, Washington: American Chemical Society, 1992, 481, 161-175.
  28. Lobach A.S., Goldshleger N.F., Kaplunov M.G., Kulikov A.V. Chem. Phys. Lett. 1995, 243, 22-28. doi: 10.1016/0009-2614(95)00811-H

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