- PII
- 10.31857/S0044460X23070028-1
- DOI
- 10.31857/S0044460X23070028
- Publication type
- Article
- Status
- Published
- Authors
- Volume/ Edition
- Volume 93 / Issue number 7
- Pages
- 995-1000
- Abstract
- A N -phenyl-substituted morpholine adduct of C60 fullerene, 1,9-[4′-phenylmorpholine]-1,9-dihydro-(C60-Ih) [5,6]fullerene, was obtained for the first time with a yield of 56% in the reaction of 2-phenylaminoethanol with fullerene in the presence of LiOH and Pb(OAc)4 at room temperature for 1 h. The amino alcohol with an electron donor group (2-methylaminoethanol) in the reaction with fullerene showed a higher reactivity: the product 1,9-[4′-methylmorpholine]-1,9-dihydro-(С60-Ih)[5,6]fullerene was isolated in 68% yield. The presence of electron-withdrawing groups at the α- or β-carbon atom relative to the nitrogen atom in amino alcohols [carboxylic (2-amino-3-hydroxypropanoic acid, serine) or carbonyl (aminoacetic acid) groups] does not contribute to the reactions with fullerene under the studied conditions.
- Keywords
- фуллерен С<sub>60</sub> аминоспирт ацетат свинца(IV) окисление
- Date of publication
- 17.09.2025
- Year of publication
- 2025
- Number of purchasers
- 0
- Views
- 13
References
- 1. Mihailović M. L., Čeković Ž., Mathes B.M. // Encyclopedia of Reagents for Organic Synthesis. 2005. doi 10.1002/047084289X.rl006.pub2
- 2. Трошин П.А., Любовская Р.Н. // Усп. хим. 2008. Т. 77. С. 323
- 3. Troshin P.A., Lyubovskaya R.N. // Russ. Chem. Rev. 2008. Vol. 77. P. 305. doi 10.1070/RC2008v077n04ABEH003770
- 4. Li F.-B., Liu T.-X., Huang Y.-S., Wang G.-W. // J. Org. Chem. 2009. Vol. 74. P. 7743. doi 10.1021/jo901028x
- 5. Chuang S.-C., Clemente F.R., Khan S.I., Houk K.N., Rubin Y. // Org. Lett. 2006. Vol. 8. P. 4525. doi 10.1021/ol061707e
- 6. Пальчиков В.А. // ЖОрХ. 2013. Т. 49. С. 807
- 7. Pal'chikov V.A. // Russ. J. Org. Chem. 2013. Vol. 49. P. 787. doi 10.1134/S1070428013060018
- 8. Гайле А.А., Сомов В.Е., Залищевский Г.Д. Морфолин и его производные. СПб: Химиздат, 2007. 336 c.
- 9. Yang H.-T., Ge J., Lu X.-W., Sun X.-Q., Miao C.-B. // J. Org. Chem. 2017. Vol. 82. P. 5873. doi 10.1021/acs.joc.7b00741
- 10. Пат. 2772722 (2022). РФ.
- 11. Kinzyabaeva Z. S., Sabirov D. Sh. // Fullerenes, Nanotubes and Carbon Nanostructures. 2022. Vol. 30. P. 1134. doi 10.1080/1536383X.2022.2078314
- 12. Кинзябаева З.С., Сабиров Д.Ш. // ЖОрХ. 2023. Т. 59. С. 237. doi 10.31857/S051474922302009X
- 13. Kinzyabaeva Z.S., SharipovG.L. // Russ. J. Org. Chem. 2022. Vol. 58. P. 1915. doi 10.1134/s1070428022120223
- 14. Рабинович В.А., Хавин З.Я. Краткий химический справочник. Л.: Химия, 1991. 432 с.
- 15. Лурье Ю.Ю. Справочник по аналитической химии. М.: Химия, 1989. 448 с.
- 16. Kinzyabaeva Z.S., Sharipov G.L. // Ultrason. Sonochem. 2018. Vol. 42. P. 119. doi 10.1016/j.ultsonch.2017.11.012
- 17. Булгаков Р.Г., Кинзябаева З.С. // ЖОрХ. 2014. Т. 50. С. 1206
- 18. Bulgakov R.G., Kinzyabaeva Z.S. // Russ. J. Org. Chem. 2014. Vol. 50. P. 1189. doi 10.1134/S107042801408020X
- 19. Isaacs L., Wehrsig A., Diederich F. // Helv. Chim. Acta. 1993. Vol. 76. P. 1231. doi 10.1002/hlca.19930760310
- 20. Elemes Y., Silverman S.K., Sheu C., Kao M., Foote C.S., Alvarez M.M., Whetten R.L. // Angew. Chem. Int. Ed. 1992. Vol. 31. P. 351. doi 10.1002/anie.199203511
- 21. Hirsch A. // Synthesis 1995. Vol. 8. P. 895. doi 10.1055/s-1995-4046
- 22. Kampe K.-D., Egger N., Vogel M. // Аngew. Chem. Inr. Ed. 1993. Vol. 32. P. 1174. doi 10.1002/anie.199311741
