Porphyrin "lego block" strategy to construct directly meso-β doubly linked porphyrin rings

Angewandte Chemie - International Edition

Volumn 49, Issue 21, 2010, Pages 3617-3620

  Song, Jianxin ^a   Aratani, Naoki ^a,b   Kim, Pyosang ^d   Kim, Dongho ^d   Shinokubo, Hiroshi ^c   Osuka, Atsuhiro ^a  

^a KYOTO UNIVERSITY   (Japan)

^b JAPAN SCIENCE AND TECHNOLOGY AGENCY   (Japan)

^c NAGOYA UNIVERSITY   (Japan)

^d Yonsei University   (South Korea)

Author keywords

Cross coupling; Energy transfer; Photochemistry; Porphyrinoids

Indexed keywords

CROSS-COUPLINGS; LEGO BLOCK; PORPHYRIN RINGS; PORPHYRINOIDS; SUZUKI-MIYAURA COUPLING;

CHEMICAL REACTIONS; ENERGY TRANSFER;

PORPHYRINS;

ORGANOMETALLIC COMPOUND; PORPHYRIN;

ARTICLE; CATALYSIS; CHEMICAL STRUCTURE; CHEMISTRY; X RAY CRYSTALLOGRAPHY;

CATALYSIS; CRYSTALLOGRAPHY, X-RAY; MOLECULAR STRUCTURE; ORGANOMETALLIC COMPOUNDS; PORPHYRINS;

EID: 77952375240     PISSN: 14337851     EISSN: 15213773     Source Type: Journal    
DOI: 10.1002/anie.201000915     Document Type: Article

References (37)

1. a) M. J. Crossley, P. L. Burn, J. Chem. Soc Chem. Commun. 1991, 1569;
2. b) V. S.-Y. Lin, S. G. DiMagno, M. J. Therien, Science 1994, 264, 1105;
3. c) D. Holten, D. F. Bocian, J. S. Lindsey, Acc. Chem. Res. 2002, 35, 57;
4. d) N. Aratani, A. Osuka, H. S. Cho, D. Kim, J. Photochem. Photobiol. C 2002, 3, 25;
5. e) M. O. Senge, M. Fazekas, E. G. A. Notaras, W. J. Blau, M. Zawadzka, O. B. Locos, E. M. Ni Mhuircheartaigh, Adv. Mater. 2007, 19, 2737.
6. a) M. J. Crossley, T. W. Hambley, L. G. Mackay, A. C. Try, R. Walton, J. Chem. Soc. Chem Commun. 1995, 1077;
7. b) M. G. H. Vicente, L. Jaquinod, K. M. Smith, Chem. Commun. 1999, 1771;
8. c) H. L. Anderson, Chem. Commun. 1999, 2323;
9. d) K. Susumu, T. V. Duncan, M. J. Therien, J. Am. Chem. Soc. 2005, 127, 5186;
10. e) D. Kim, A. Osuka, Acc. Chem. Res. 2004, 37, 735;
11. f) M. Hoffmann, C. J. Wilson, B. Odell, H. L. Anderson, Angew. Chem. 2007, 119, 3183;
12. Angew. Chem. Int. Ed. 2007, 46, 3122;
13. g) Y. Nakamura, N. Aratani, A. Osuka, Chem. Soc. Rev. 2007, 36, 831;
14. h) N. Aratani, D. Kim, A. Osuka, Chem. Asian J. 2009, 4, 1172.
15. a) A. Osuka, H. Shimidzu, Angew. Chem 1997, 709, 93;
16. Angew. Chem. Int. Ed. Engl. 1997, 36, 135;
17. b) N. Aratani, A. Osuka, Y. H. Kim, D. H. Jeong, D. Kim, Angew. Chem. 2000, 112, 1517;
18. Angew. Chem. Int. Ed. 2000, 39, 1458;
19. c) A. Tsuda, A. Osuka, Science 2001, 293, 79;
20. d) A. Tsuda, H. Furuta, A. Osuka, J. Am. Chem. Soc. 2001, 123, 10304;
21. e) Y. Nakamura, I.-W. Hwang, N. Aratani, T. K. Ahn, D. M. Ko, A. Takagi, T. Kawai, T. Matsumoto, D. Kim, A. Osuka, J. Am. Chem. Soc. 2005, 127, 236;
22. f) Y. Nakamura, N. Aratani, H. Shinokubo, A. Takagi, T. Kawai, T. Matsumoto, Z. S. Yoon, D. Y. Kim, T. K. Ahn, D. Kim, A. Muranaka, N. Kobayashi, A. Osuka, J. Am. Chem. Soc. 2006, 128, 4119.
23. a) H. Hata, H. Shinokubo, A. Osuka, J. Am. Chem. Soc. 2005, 127, 8264;
24. b) H. Shinokubo, A. Osuka, Chem. Commun. 2009, 1011.
25. a) I. Hisaki, S. Hiroto, K. S. Kim, S. B. Noh, D. Kim, H. Shinokubo, A. Osuka, Angew. Chem. 2007, 119, 5217;
26. Angew. Chem. Int. Ed. 2007, 46, 5125;
27. b) J. Song, S. Y. Jang, S. Yamaguchi, J. Sankar, S. Hiroto, N. Aratani, J.-Y. Shin, S. Easwaramoorthi, K. S. Kim, D. Kim, H. Shinokubo, A. Osuka, Angew. Chem 2008, 120, 6093;
28. Angew. Chem. Int. Ed. 2008, 47, 6004.
29. a) N. Aratani, A. Osuka, Org. Lett 2001, 3, 4213;
30. b) N. Aratani, A. Osuka, Chem. Commun. 2008, 4067.
31. [11] CCDC 761907 (9Z), 761904 (10Z), 761905 (11), and 761906 (15Z) contain the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data request/cif.
32. a) M. O. Senge, B. Rößler, J. von Gersdorff, A. Schäfer, H. Kurreck, Tetrahedron Lett. 2004, 45, 3363;
33. b) S. Tokuji, T. Yurino, N. Aratani, H. Shinokubo, A. Osuka, Chem. Eur. J. 2009, 15, 12208.
34. M. Kasha, H. R. Rawls, M. A. El-Bayoumi, Pure Appl. Chem. 1965, 11, 371.
35. A. K. Sahoo, Y. Nakamura, N. Aratani, K. S. Kim, S. B. Noh, H. Shinokubo, D. Kim, A. Osuka, Org. Lett. 2006, 8, 4141.
36. Squeeze-Platon: a) A. L. Spek, PLATON, A Multipurpose Crystallographic Tool, Utrecht, The Netherlands, 2005;
37. b) P. van der Sluis, A. L. Spek, Acta Crystallogr. Sect. A 1990, 46, 194.