Abstract
New fullerenopyrrolidines were synthesized by the three-component reactions of fullerene C60, N-methylglycine, and aromatic aldehydes, viz., N,N-bis(2-chloroethyl)-4-aminobenzaldehyde, N-(2-chloroethyl)-N-methyl-4-aminobenzaldehyde, indole-3-carbaldehyde, 4-phenylbenzaldehyde, and anthracene-9-carbaldehyde. The structures of the resulting compounds were established by spectroscopic methods.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
References
M. Prato and M. Maggini, Acc. Chem. Res., 1998, 31, 519.
M. Prato, J. Mater. Chem., 1997, 7, 1097.
H. W. Kroto, A. W. Allaf, and S. P. Balm, Chem. Rev., 1991, 91, 1213.
A. Y. Vul and D. R. Huffman, Mol. Mat., 1998, 10, 37.
T. Da Ros and M. Prato, Chem. Commun., 1999, 663.
K. Ivie, Y. Nakamura, H. Tokuyama, S. Yamago, and E. Nakamura, Biosci. Biotechnol. Biochem., 1996, 60, 1359.
Y. Tabata, Y. Hurakumi, and Y. Ikada, Jpn. Cancer Res., 1997, 88, 1108.
E. Nakamura, H. Tokuyama, S. Yamago, T. Shiraki, and Y. Suigura, Bull. Chem. Soc. Jpn., 1996, 69, 2143.
R. M. Williams, J. M. Zwier, and J. W. Verhoeven, J. Am. Chem. Soc., 1995, 117, 4093.
I. A. Nuretdinov, V. P. Gubskaya, V. V. Yanilkin, V. I. Morozov, V. V. Zverev, A. V. Il´yasov, G. M. Fazleeva, N. V. Nastapova, and D. V. Il´matova, Izv. Akad. Nauk, Ser. Khim., 2001, 582 [Russ. Chem. Bull., Int. Ed., 2001, 50, 607].
W. C. J. Ross, Biological Alkylating Agents: Fundamental Chemistry and Design of Compounds for Selective Toxicity, Butterworths, London, 1962.
J. L. Everett, J. J. Roberts, and W. C. J. Ross, J. Chem. Soc., 1953, 2386.
M. Maggini, G. Scorrano, and M. Prato, J. Am. Chem. Soc., 1993, 115, 9798.
M. Prato, M. Maggini, C. Giacometto, G. Scorrano, G. Sandona, and G. Furnia, Tetrahedron, 1996, 52, 5221.
M. N. Preobrazhenskaya, N. V. Uvarova, Yu. N. Sheinker, and N. N. Suvorov, Dokl. Akad. Nauk SSSR1963, 148, 1088 [Dokl. Chem., 1963 (Engl. Transl.)].
A. N. Grinev, V. N. Ermakova, and A. P. Terent´ev, Zh. Org. Khim., 1962, 32, 1948 [J. Org. Chem. USSR, 1962, 32(Engl. Transl.)].
J. A. Schuster, J. M. Seaman, Sh. Taha, H. Cohen, K. R. Lukka, H. H. Wang, and J. M. Williams, J. Chem. Soc., Chem. Commun., 1993, 972; M. Tsuda, T. Ichida, T. Nogami, S. Kurono, and M. Ohashi, J. Chem. Soc., Chem. Commun., 1993, 1296.
H. Ajie, M. M. Alvarez, S. J. Anz, R. D. Beck, F. Diederich, K. Fostiropulos, D. R. Huffmann, W. Kraetschmar, I. Rubin, K. E. Schriver, D. Sensharma, and R. L. Whetten, J. Phys. Chem., 1990, 94, 8630.
R. Elderfield, I. Covey, J. Geduschek, W. Meyer, A. Ross, and J. Ross, J. Org. Chem., 1958, 23, 1749.
D. H. Hey, J. Chem. Soc., 1931, 2477.
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Gubskaya, V.P., Konovalova, N.P., Nuretdinov, I.A. et al. Synthesis of new functionally substituted fullerenopyrrolidines. Russian Chemical Bulletin 51, 1723–1726 (2002). https://doi.org/10.1023/A:1021363808113
Issue Date:
DOI: https://doi.org/10.1023/A:1021363808113