N-(2,4-Dinitrophenyl)-2-phenylfulleropyrrolidine: an electroactive organofullerene dyad

Abstract

Using Sanger’s method, an electroactive organofullerene dyad, N-(2,4-dinitrophenyl)-2-phenylfulleropyrrolidine, is synthesized and its spectral and electrochemical characterization is reported.

References

1. For a recent review on C₆₀-based electroactive organofullerenes, see: N. Martin, L. Sanchez, B. Illescas and I. Perez, Chem. Rev., 1998, 96, 2527.
2. Introduction to Molecular Electronics, ed. M. C. Petty, M. R. Bryce and D. Bloor, OUP, New York, 1995; Molecular Electronic-Science and Technologie, ed. A. Aviram, Engineering Foundation, New York, 1989.
3. M. S. Nalwa, Adv. Mater., 1993, 5, 341; N. J. Long, Angew. Chem., Int. Ed. Engl., 1995, 34, 21; P. N. Prasad and D. J. Williams, Introduction to Nonlinear Optical Effects in Molecules and Polymers, Wiley, New York, 1991.
4. Photoinduced Electron Transfer, ed. M. A. Fox and M. Chanon, Elsevier, Amsterdam, 1988; H. A. Staab, A. Feurer and R. Hauck, Angew. Chem., Int. Ed. Engl., 1994, 33, 2428.
5. M. R. Roest, J. W. Verhoever, W. Schuddeboon, J. M. Waman, J. M. Lawson and M. N. Paddon-Rom, J. Am. Chem. Soc., 1996, 118, 1762; J. M. Lawson, D. C. Craig, A. M. Oliver and M. N. Paddon-Row, Tetrahedron, 1995, 51, 3841; P. A. Liddell, D. Kuciauskas, J. P. Sumida, B. Nash, D. Nguyen, A. L. Moore, T. A. Moore and D. Gust, J. Am. Chem. Soc., 1997, 119, 1400; H. Imahori, K. Yamada, M. Hasegawa, S. Taniguchi, T. Okada and Y. Sakata, Angew. Chem., Int. Ed. Engl., 1997, 36, 2626.
6. P. R. Droupadi and V. Krishnan, Photochem. Photobiol., 1984, 37, 329; P. R. Droupadi and V. Krishnan, Biochem. Biophys. Acta, 1987, 894, 284.
7. J. S. Connolly and J. R. Bolton, in Photoinduced Electron Transfer, ed. M. A. Fox and M. Chanon, Part D, Elsevier, Amsterdam, 1988.
8. F. D'Souza, G. R. Deviprasad, M. S. Rahman and J.-p. Choi, Inorg. Chem., 1999, 38 in the press.
9. F. Sanger, Biochem. J., 1945, 39, 507; Vogel's Textbook of Practical Organic Chemistry, ed. B. S. Furniss, A. J. Hannaford, P. W. G. Smith and A. R. Tatchell, 5 edn., Wiley, New York, 1989, p. 1279.