Synthesis of N-Substituted Morpholine C60-Fullerene Adducts in the Presence of LiOH and Lead(IV) Acetate
- Авторлар: Kinzyabaeva Z.1, Fazletdinova Z.1
-
Мекемелер:
- Institute of Petrochemistry and Catalysis, Ufa Federal Research Center of the Russian Academy of Sciences
- Шығарылым: Том 93, № 7 (2023)
- Беттер: 995-1000
- Бөлім: Articles
- URL: https://journals.rcsi.science/0044-460X/article/view/141594
- DOI: https://doi.org/10.31857/S0044460X23070028
- EDN: https://elibrary.ru/HFECZI
- ID: 141594
Дәйексөз келтіру
Аннотация
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.
Негізгі сөздер
Авторлар туралы
Z. Kinzyabaeva
Institute of Petrochemistry and Catalysis, Ufa Federal Research Center of the Russian Academy of Sciences
Email: zefa5@rambler.ru
Z. Fazletdinova
Institute of Petrochemistry and Catalysis, Ufa Federal Research Center of the Russian Academy of Sciences
Әдебиет тізімі
- Mihailović M. L., Čeković Ž., Mathes B.M. // Encyclopedia of Reagents for Organic Synthesis. 2005. doi: 10.1002/047084289X.rl006.pub2
- Трошин П.А., Любовская Р.Н. // Усп. хим. 2008. Т. 77. С. 323
- Troshin P.A., Lyubovskaya R.N. // Russ. Chem. Rev. 2008. Vol. 77. P. 305. doi: 10.1070/RC2008v077n04ABEH003770
- Li F.-B., Liu T.-X., Huang Y.-S., Wang G.-W. // J. Org. Chem. 2009. Vol. 74. P. 7743. doi: 10.1021/jo901028x
- 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
- Пальчиков В.А. // ЖОрХ. 2013. Т. 49. С. 807
- Pal'chikov V.A. // Russ. J. Org. Chem. 2013. Vol. 49. P. 787. doi: 10.1134/S1070428013060018
- Гайле А.А., Сомов В.Е., Залищевский Г.Д. Морфолин и его производные. СПб: Химиздат, 2007. 336 c.
- 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
- Пат. 2772722 (2022). РФ.
- Kinzyabaeva Z. S., Sabirov D. Sh. // Fullerenes, Nanotubes and Carbon Nanostructures. 2022. Vol. 30. P. 1134. doi: 10.1080/1536383X.2022.2078314
- Кинзябаева З.С., Сабиров Д.Ш. // ЖОрХ. 2023. Т. 59. С. 237. doi: 10.31857/S051474922302009X
- Kinzyabaeva Z.S., SharipovG.L. // Russ. J. Org. Chem. 2022. Vol. 58. P. 1915. doi: 10.1134/s1070428022120223
- Рабинович В.А., Хавин З.Я. Краткий химический справочник. Л.: Химия, 1991. 432 с.
- Лурье Ю.Ю. Справочник по аналитической химии. М.: Химия, 1989. 448 с.
- Kinzyabaeva Z.S., Sharipov G.L. // Ultrason. Sonochem. 2018. Vol. 42. P. 119. doi: 10.1016/j.ultsonch.2017.11.012
- Булгаков Р.Г., Кинзябаева З.С. // ЖОрХ. 2014. Т. 50. С. 1206
- Bulgakov R.G., Kinzyabaeva Z.S. // Russ. J. Org. Chem. 2014. Vol. 50. P. 1189. doi: 10.1134/S107042801408020X
- Isaacs L., Wehrsig A., Diederich F. // Helv. Chim. Acta. 1993. Vol. 76. P. 1231. doi: 10.1002/hlca.19930760310
- 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
- Hirsch A. // Synthesis 1995. Vol. 8. P. 895. doi: 10.1055/s-1995-4046
- Kampe K.-D., Egger N., Vogel M. // Аngew. Chem. Inr. Ed. 1993. Vol. 32. P. 1174. doi: 10.1002/anie.199311741