Synthesis of disubstituted 1,2-dihydro[60]fullerenes with well-defined structure by addition of 1-alkoxy-1-chloroethanes to 2-(1-octynyl)-1,2-dihydro[60]fulleren-1-ide ion

Journal of Organic Chemistry

Volumn 61, Issue 24, 1996, Pages 8500-8502

  Okamura, Haruyuki ^a   Murata, Yasujiro ^a   Minoda, Masahiko ^a   Komatsu, Koichi ^a   Miyamoto, Takeaki ^a   Wan, Terence S M ^b  

^a KYOTO UNIVERSITY   (Japan)

^b HONG KONG UNIVERSITY OF SCIENCE AND TECHNOLOGY   (Hong Kong)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0011805331     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo961320x     Document Type: Article

References (18)

1. Taylor, R.; Walton, D. R. M. Nature 1993, 363, 685. Olah, G., A.; Bucsi, I.; Aniszfeld, R.; Prakash, G. K. S. Carbon 1992, 30, 1203. Hirsch, A. The Chemistry of the Fullerenes; Georg Thieme Verlag: Stuttgart, 1994. Fagen, P. J.; Krusic, P. J.; Evans, D. H.; Lerke, S. A.; Johnston, E. J. Am. Chem. Soc. 1992, 114, 9697. Hirsch, A.; Grosser, T.; Skiebe, A.; Soi, A. Chem. Ber. 1993, 126, 1061. Hirsch, A.; Soi, A.; Karfunkel, H. R. Angew. Chem., Int. Ed. Engl. 1993, 31, 766. Diederich, F.; Thilgen, C. Science 1996, 271, 317.
2. Taylor, R.; Walton, D. R. M. Nature 1993, 363, 685. Olah, G., A.; Bucsi, I.; Aniszfeld, R.; Prakash, G. K. S. Carbon 1992, 30, 1203. Hirsch, A. The Chemistry of the Fullerenes; Georg Thieme Verlag: Stuttgart, 1994. Fagen, P. J.; Krusic, P. J.; Evans, D. H.; Lerke, S. A.; Johnston, E. J. Am. Chem. Soc. 1992, 114, 9697. Hirsch, A.; Grosser, T.; Skiebe, A.; Soi, A. Chem. Ber. 1993, 126, 1061. Hirsch, A.; Soi, A.; Karfunkel, H. R. Angew. Chem., Int. Ed. Engl. 1993, 31, 766. Diederich, F.; Thilgen, C. Science 1996, 271, 317.
3. Taylor, R.; Walton, D. R. M. Nature 1993, 363, 685. Olah, G., A.; Bucsi, I.; Aniszfeld, R.; Prakash, G. K. S. Carbon 1992, 30, 1203. Hirsch, A. The Chemistry of the Fullerenes; Georg Thieme Verlag: Stuttgart, 1994. Fagen, P. J.; Krusic, P. J.; Evans, D. H.; Lerke, S. A.; Johnston, E. J. Am. Chem. Soc. 1992, 114, 9697. Hirsch, A.; Grosser, T.; Skiebe, A.; Soi, A. Chem. Ber. 1993, 126, 1061. Hirsch, A.; Soi, A.; Karfunkel, H. R. Angew. Chem., Int. Ed. Engl. 1993, 31, 766. Diederich, F.; Thilgen, C. Science 1996, 271, 317.
4. Taylor, R.; Walton, D. R. M. Nature 1993, 363, 685. Olah, G., A.; Bucsi, I.; Aniszfeld, R.; Prakash, G. K. S. Carbon 1992, 30, 1203. Hirsch, A. The Chemistry of the Fullerenes; Georg Thieme Verlag: Stuttgart, 1994. Fagen, P. J.; Krusic, P. J.; Evans, D. H.; Lerke, S. A.; Johnston, E. J. Am. Chem. Soc. 1992, 114, 9697. Hirsch, A.; Grosser, T.; Skiebe, A.; Soi, A. Chem. Ber. 1993, 126, 1061. Hirsch, A.; Soi, A.; Karfunkel, H. R. Angew. Chem., Int. Ed. Engl. 1993, 31, 766. Diederich, F.; Thilgen, C. Science 1996, 271, 317.
5. Taylor, R.; Walton, D. R. M. Nature 1993, 363, 685. Olah, G., A.; Bucsi, I.; Aniszfeld, R.; Prakash, G. K. S. Carbon 1992, 30, 1203. Hirsch, A. The Chemistry of the Fullerenes; Georg Thieme Verlag: Stuttgart, 1994. Fagen, P. J.; Krusic, P. J.; Evans, D. H.; Lerke, S. A.; Johnston, E. J. Am. Chem. Soc. 1992, 114, 9697. Hirsch, A.; Grosser, T.; Skiebe, A.; Soi, A. Chem. Ber. 1993, 126, 1061. Hirsch, A.; Soi, A.; Karfunkel, H. R. Angew. Chem., Int. Ed. Engl. 1993, 31, 766. Diederich, F.; Thilgen, C. Science 1996, 271, 317.
6. Taylor, R.; Walton, D. R. M. Nature 1993, 363, 685. Olah, G., A.; Bucsi, I.; Aniszfeld, R.; Prakash, G. K. S. Carbon 1992, 30, 1203. Hirsch, A. The Chemistry of the Fullerenes; Georg Thieme Verlag: Stuttgart, 1994. Fagen, P. J.; Krusic, P. J.; Evans, D. H.; Lerke, S. A.; Johnston, E. J. Am. Chem. Soc. 1992, 114, 9697. Hirsch, A.; Grosser, T.; Skiebe, A.; Soi, A. Chem. Ber. 1993, 126, 1061. Hirsch, A.; Soi, A.; Karfunkel, H. R. Angew. Chem., Int. Ed. Engl. 1993, 31, 766. Diederich, F.; Thilgen, C. Science 1996, 271, 317.
7. Taylor, R.; Walton, D. R. M. Nature 1993, 363, 685. Olah, G., A.; Bucsi, I.; Aniszfeld, R.; Prakash, G. K. S. Carbon 1992, 30, 1203. Hirsch, A. The Chemistry of the Fullerenes; Georg Thieme Verlag: Stuttgart, 1994. Fagen, P. J.; Krusic, P. J.; Evans, D. H.; Lerke, S. A.; Johnston, E. J. Am. Chem. Soc. 1992, 114, 9697. Hirsch, A.; Grosser, T.; Skiebe, A.; Soi, A. Chem. Ber. 1993, 126, 1061. Hirsch, A.; Soi, A.; Karfunkel, H. R. Angew. Chem., Int. Ed. Engl. 1993, 31, 766. Diederich, F.; Thilgen, C. Science 1996, 271, 317.
8. Timmerman, P.; Anderson, H. L.; Faust, R.; Nierengarten, J.; Habicher, T.; Seiler, P.; Diederich, F. Tetrahedron 1996, 52, 4925.
9. Murata, Y.; Motoyama, K.; Komatsu, K.; Wan, T. S. M. Tetrahedron 1996, 52, 5077.
10. Keshavarz-K, M.; Knight, B.; Srdanov, G.; Wudl, F. J. Am. Chem. Soc. 1995, 117, 11371.
11. Kitagawa, T.; Tanaka, T.; Takata, Y.; Takeuchi, K.; Komatsu, K. J. Org. Chem. 1995, 60, 1490.
12. Aoshima, S.; Nakamura, T.; Uesugi, N.; Sawamoto, M.; Higasimura, T. Macromolecules 1985, 18, 2097.
13. Higasimura, T.; Kamigaito, M.; Kato, M.; Hasebe, T.; Sawamoto, M. Macromolecules 1993, 26, 2670.
14. Prato, M.; Li, Q. C.; Wudl, F.; Lucchini, V. J. Am. Chem. Soc. 1993, 115, 1148. Hawker, C. J.; Saville, P. M.; White, J. W. J. Org. Chem. 1994, 59, 3503.
15. Prato, M.; Li, Q. C.; Wudl, F.; Lucchini, V. J. Am. Chem. Soc. 1993, 115, 1148. Hawker, C. J.; Saville, P. M.; White, J. W. J. Org. Chem. 1994, 59, 3503.
16. Yamago, S.; Yanagawa, M.; Mukai, H.; Nakamura, E. Tetrahedron 1996, 52, 5091.
17. For example, see Komatsu, K.; Murata, Y.; Takimoto, N.; Mori, S.; Sugita, N,; Wan, T. S. M. J. Org. Chem. 1994, 59, 6101. Prato, M.; Maggini, M.; Giacommetti, C.; Scorrano, G.; Sandona, G.; Farnia, G. Tetrahedron 1996, 52, 5221.
18. For example, see Komatsu, K.; Murata, Y.; Takimoto, N.; Mori, S.; Sugita, N,; Wan, T. S. M. J. Org. Chem. 1994, 59, 6101. Prato, M.; Maggini, M.; Giacommetti, C.; Scorrano, G.; Sandona, G.; Farnia, G. Tetrahedron 1996, 52, 5221.