Preparation and optical and electrochemical properties of unsymmetrical phthalocyanines with one or two ttf units

Heterocycles

Volumn 84, Issue 1, 2011, Pages 333-337

  Kimura, Takeshi ^a   Takahashi, Nobuhiro ^b   Tajima, Tomoyuki ^b   Takaguchi, Yutaka ^b  

^a IWATE UNIVERSITY   (Japan)

^b OKAYAMA UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 84855933644     PISSN: 03855414     EISSN: 18810942     Source Type: Journal    
DOI: 10.3987/COM-11-S(P)42     Document Type: Article

References (27)

1. The Porphyrin Handbook, Vols. 15-20, ed. by K. M. Kadish, K. M. Smith, and R. Guilard, Academic Press, San Diego, 2003
2. G. de la Torre, C. G. Claessens, and T. Torres, Chem. Commun., 2007, 2000
3. J. Mack and N. Kobayashi, Chem. Rev., 2011, 111, 281.
4. U. Michelsen, H. Kliesch, G. Schnurpfeil, A. K. Sobbi, and D. Wöhrle, Photochem. Photobiol., 1996, 64, 694
5. N. Kobayashi, R. Kondo, S. Nakajima, and T. Osa, J. Am. Chem. Soc., 1990, 112, 9640
6. C. C. Leznoff, P. I. Svirskaya, B. Khouw, R. L. Cerny, P. Seymour, and A. B. P. Lever, J. Org. Chem., 1991, 56, 82.
7. M. J. Cook, G. Cooke, and A. Jafari-Fini, Chem. Commun., 1996, 1925
8. C. Wang, M. R. Bryce, A. S. Batsanov, and J. A. K. Howard, Chem. Eur. J., 1997, 3, 1679
9. C. Farren, C. A. Christensen, S. FitzGerald, M. R. Bryce, and A. Beeby, J. Org. Chem., 2002, 67, 9130
10. J. Sly, P. Kasák, E. Gomar-Nadal, C. Rovira, L. Górriz, P. Thordarson, D. B. Amabilino, A. E. Rowan, and R. J. M. Nolte, Chem. Commun., 2005, 1255.
11. C. Loosli, C. Jia, S.-X. Liu, M. Haas, M. Dias, E. Levillain, A. Neels, G. Labat, A. Hauser, and S. Decurtins, J. Org. Chem., 2005, 70, 4988.
12. T. Kimura, T. Namauo, N. Takahashi, Y. Takaguchi, T. Hoshi, and N. Kobayashi, J. Porphyrins Phthalocyanines, in press
13. T. Kimura, T. Iwama, T. Namauo, E. Suzuki, T. Fukuda, N. Kobayashi, T. Sasamori, and N. Tokitoh, Eur. J. Inorg. Chem., 2011, 888.
14. M. Kimura, S. Otsuji, J. Takizawa, Y. Tatewaki, T. Fukawa, and H. Shirai, Chem. Lett., 2010, 39, 812
15. J. Becher, T. Brimert, J. O. Jeppesen, J. Z. Pedersen, R. Zubarev, T. Bjørnholm, N. Reitzel, T. R. Jensen, K. Kjaer, and E. Levillain, Angew. Chem. Int. Ed., 2001, 40, 2497.
16. 3: mp 285 °C (decomp)
17. 2), 7.94 (br, 2H, ArH), 8.43 (br, 2H, ArH), 8.46 (br, 2H, ArH)
18. MALDI-TOF-MS (m/z) 1775.575 [M+]
19. 8: C, 68.95
20. H, 8.51; N, 6.31%. Found: C, 68.90; H, 8.54; N, 6.16%
21. 4: mp 200 °C (decomp)
22. 2), 7.78-8.33 (m, 4H, ArH)
23. +]
24. 3-Ni: mp >300 °C
25. 2), 7.63 (br, 2H, ArH), 8.14 (br, 2H, ArH), 8.21 (br, 2H, ArH)
26. +].
27. T. Kimura, N. Kanota, K. Matsui, I. Tanaka, T. Tsuboi, Y. Takaguchi, A. Yomogita, T. Wakahara, S. Kuwahara, F. Nagatsugi, and T. Akasaka, Inorg. Chem., 2008, 47, 3577.