Supramolecular immobilization of fullerenes on gold surfaces: receptors based on calix[n]arenes, cyclotriveratrylene (CTV) and porphyrins

Comptes Rendus Chimie

Volumn 9, Issue 7-8, 2006, Pages 1031-1037

  Zhang, Sheng ^a   Echegoyen, Luis ^a  

^a CLEMSON UNIVERSITY   (United States)

Author keywords

Fullerene; Self assembled monolayers; Supramolecular immobilization

Indexed keywords

EID: 33646519012     PISSN: 16310748     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.crci.2005.11.011     Document Type: Article

References (25)

1. (a) T. Anderson, K. Nilsson, M. Sundahl, G. Westman, O. Wennerstrom, J. Chem. Soc., Chem. Commun. (1992) 604; (b) Z. Yoshida, H. Takekuma, S.-I. Takekuma, Y. Matsubara, Angew. Chem., Int. Ed. Engl. 33 (1994) 1597.
2. (a) J.W. Steed, P.C. Junk, J.L. Atwood, M.J. Barnes, C.L. Raston, R.S. Burkhalter, J. Am. Chem. Soc. 116 (1994) 10346; (b) J.L. Atwood, M.J. Barnes, M.G. Gardiner, C.L. Raston, Chem. Commun. (1996) 1449.
3. (a) J.-F. Nierengarten, L. Oswald, J.-F. Eckert, J.-F. Nicoud, N. Armaroli, Tetrahedron Lett. 40 (1999) 5681; (b) D. Felder, B. Heinrich, D. Guillon, J.-F. Nicoud, J.-F. Nierengarten, Chem. Eur. J. 6 (2000) 3501; (c) Y. Rio, J.-F, Nierengarten, Tetrahedron Lett. 43 (2002) 4321.
4. Atwood J.L., Koutsantonis G.A., and Raston C.L. Nature 368 (1994) 229
5. (a) T. Haino, M. Yanase, Y. Fukazawa, Angew. Chem., Int. Ed. Engl. 36 (1997) 259; (b) J.L. Atwood, L.J. Barbour, C.L. Raston, I.B.N. Sudria, Angew. Chem., Int. Ed. Engl. 37 (1998) 981.
6. Makha M., Hardie M.J., and Raston C.L. Chem. Commun. (2002) 1446
7. Atwood J.L., Barbour L.J., Heaven M.W., and Raston C.L. Chem. Commun. (2003) 2270
8. Ikeda A., Yoshimura M., and Shinkai S. Tetrahedron Lett. 38 (1997) 2107
9. Sun Y., Drovetskaya T., Bolskar R.D., Bau R., Boyd P.D.W., and Reed C.A. J. Org. Chem. 62 (1997) 3642
10. (b) D.R. Evans, N.L.P. Fackler, Z. Xie, C.E.F. Richard, P.D.W. Boyd, C.A. Reed, J. Am. Chem. Soc. 121 (1999) 8466; (b) M.M. Olmstead, D.A. Costa, K. Maitra, B.C. Noll, S.L. Phillips, P.M. van Calcar, A.L. Balch, J. Am. Chem. Soc. 121 (1999) 7090; (c) P.D.W. Boyd, M.C. Hodgson, C.E.F. Richard, A.G. Oliver, L. Chaker, P.J. Brothers, R.D. Bolskar, F.S. Tham, C.A. Reed, J. Am. Chem. Soc. 121 (1999) 10487; (d) T. Ishii, N. Aizawa, M. Yamashita, H. Matsuzaka, T. Kodama, K. Kikuchi, I. Ikemoto, Y. Iwasa, J. Chem. Soc., Dalton Trans. (2000) 4407.
11. Wang X.K., Zhang T.G., Lin W.P., Liu S.Z., Wong G.K., Kappes M.M., Chang R.P.H., and Ketterson J.B. Appl. Phys. Lett. 64 (1994) 2785
12. Prato M. J. Mater. Chem. 7 (1997) 10970
13. Diederich F., and Gomez-Lopes M. Chem. Soc. Rev. 28 (1999) 263
14. Shi X., Caldwell W.B., Chen K., and Mirkin C.A. J. Am. Chem. Soc. 116 (1994) 11598
15. (a) H. Imahori, S. Fukuzumi, Adv. Funct. Mater.14 (2004) 525; (b) H. Imahori, T. Azuma, S. Ozawa, H. Yamada, K. Ushida, A. Ajavakom, H. Norieda, Y. Sakata, Chem. Commun. (1999) 557; (c) H. Imahori, H. Yamada, Y. Nishimura, I. Yamazaki, Y. Sakata, J. Phys. Chem. B 104 (2000) 2099.
16. Kang S.H., Ma H., Kang M.S., Kim K.S., Jen A.K.Y., Zareie M.H., and Sarikaya M. Angew. Chem., Int. Ed. Engl. 43 (2004) 1512
17. Cho Y.J., Song H., Lee K., Kim K., Kwak J., Kim S., and Park J.T. Chem. Commun. (2002) 2966
18. Arias F., Godinez L.A., Wilson S.R., Kaifer A.E., and Echegoyen L. J. Am. Chem. Soc. 118 (1996) 6086
19. Dominguez O., Echegoyen L., Cunha F., and Tao N.J. Langmuir 14 (1998) 821
20. (a) T. Hatano, A. Ikeda, T. Akiyama, S. Yamada, M. Sano, Y. Kanekiyo, S. Shinkai, J. Chem. Soc., Perkin Trans. 2 (2000) 909; (b) A. Ikeda, T. Hatano, S. Shinkai, T. Akiyama, S. Yamada, J. Am. Chem. Soc. 123 (2001) 4855.
21. (a) S. Zhang, F.Y. Song, L. Echegoyen, Eur. J. Org. Chem. (2004) 2936; (b) S. Zhang, L. Echegoyen, Tetrahedron Lett. 44 (2003) 9079.
22. Zhang S., and Echegoyen L. Org. Lett. 6 (2004) 791
23. Zhang S., and Echegoyen L. J. Org. Chem. 70 (2005) 9874
24. Zhang S., Palkar A., Fragoso A., Prados P., de Mendoza J., and Echegoyen L. Chem. Mater. 17 (2005) 2063
25. S. Zhang, L. Echegoyen, Tetrahedron (in press).