A self-regulatory host in an oscillatory guest motion: Complexation of fullerenes with a short-spaced cyclic dimer of an organorhodium porphyrin

Angewandte Chemie - International Edition

Volumn 45, Issue 21, 2006, Pages 3542-3546

  Ouchi, Ayako ^a   Tashiro, Kentaro ^a   Yamaguchi, Kentaro ^b   Tsuchiya, Takahiro ^c   Akasaka, Takeshi ^c   Aida, Takuzo ^a  

^a UNIVERSITY OF TOKYO   (Japan)

^b TOKUSHIMA BUNRI UNIVERSITY   (Japan)

^c UNIVERSITY OF TSUKUBA   (Japan)

Author keywords

Fullerenes; Host guest chemistry; Inclusion compounds; Oscillation; Porphyrinoids

Indexed keywords

COMPLEXATION; DIMERS; OSCILLATIONS; PORPHYRINS;

HOST CAVITY; HOST-GUEST CHEMISTRY; INCLUSION COMPOUNDS; PORPHYRINOIDS;

FULLERENES;

EID: 33746256431     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200600478     Document Type: Article

References (22)

1. a) 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. 1999, 121, 7090;
2. b) P. D. W. Boyd, M. C. Hodgson, C. E. F. Rickard, G. A. Oliver, L. Chaker, P. J. Brothers, R. D. Bolskar, F. S. Tham, C. A. Reed, J. Am. Chem. Soc. 1999, 121, 10 487;
3. c) P. D. W. Boyd, C. A. Reed, Acc. Chem. Res. 2005, 38, 235.
4. a) M. Kimura, Y. Sato, K. Ohta, K. Hanabusa, H. Shirai, N. Kobayashi, J. Am. Chem. Soc. 2002, 124, 5274;
5. b) T. Yamaguchi, N. Ishii, K. Tashiro, T. Aida, J. Am. Chem. Soc. 2003, 125, 13 934;
6. c) T. Hasobe, H. Imahori, P. V. Kamat, S. Fukuzumi, J. Am. Chem. Soc. 2003, 125, 14 962;
7. d) S. Yoshimoto, E. Tsutsumi, Y. Honda, Y. Murata, M. Murata, K. Komatsu, O. Ito, K. Itaya, Angew. Chem. 2004, 116, 3106;
8. Angew. Chem. Int. Ed. 2004, 43, 3044.
9. a) K. Tashiro, T. Aida, J.-Y. Zheng, K. Kinbara, K. Saigo, S. Sakamoto, K. Yamaguchi, J. Am. Chem. Soc. 1999, 121, 9477;
10. b) J.-Y. Zheng, K. Tashiro, Y. Hirabayashi, K. Kinbara, K. Saigo, T. Aida, S. Sakamoto, K. Yamaguchi, Angew. Chem. 2001, 113, 1909;
11. Angew. Chem. Int. Ed. 2001, 40, 1857;
12. c) H. Sato, K. Tashiro, H. Shinmori, A. Osuka, Y. Murata, K. Komatsu, T. Aida, J. Am. Chem. Soc. 2005, 127, 13 086.
13. For examples of a fullerene-monomeric metalloporphyrin interaction in solution, see: a) N. Solladié, M. E. Walther, M. Gross, T. M. F. Duarte, C. Bourgogne, J.-F. Nierengarten, Chem. Commun. 2003, 2412;
14. b) H. Sasabe, N. Kihara, Y. Furusho, K. Mizuno, A. Ogawa, T. Takata, Org. Lett. 2004, 6, 3957.
15. K. Tashiro, Y. Hirabayashi, T. Aida, K. Saigo, S. Sakamoto, K. Yamaguchi, K. Fujiwara, K. Komatsu, J. Am. Chem. Soc. 2002, 124, 12 086.
16. Y. Shoji, K. Tashiro, T. Aida, J. Am. Chem. Soc. 2004, 126, 6570.
17. See the Supporting Information.
18. a) M. J. Sanger, R. J. Angelici, Organometallics 1994, 13, 1821;
19. b) G. Hilmersson, Ö. Davidsson, J. Org. Chem. 1995, 60, 7660.
20. guest exchange values is consistent with our expectation from the guest size-dependent stabilities of inclusion complexes of 4 and 5 with fullerenes (Refs. [3b] and [6]).
21. 70 in the transition state.
22. D. Ugarte, Nature 1992, 359, 707.