Planar subporphyrin borenium cations

Journal of the American Chemical Society

Volumn 133, Issue 31, 2011, Pages 11956-11959

  Tsurumaki, Eiji ^a   Hayashi, Shin Ya ^a   Tham, Fook S ^b   Reed, Christopher A ^b   Osuka, Atsuhiro ^a  

^a KYOTO UNIVERSITY   (Japan)

^b UNIVERSITY OF CALIFORNIA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ABSORPTION AND FLUORESCENCE SPECTRA; CARBORANES; COUNTERIONS; GOOD YIELD; PHENYLLITHIUM; PLANAR STRUCTURE; SUBPHTHALOCYANINES; X-RAY STRUCTURE;

BORON; BORON COMPOUNDS;

POSITIVE IONS;

CATION; LITHIUM DERIVATIVE; PHENYLLITHIUM; PORPHYRIN DERIVATIVE; SUBPORPHYRIN BORENIUM CATION; UNCLASSIFIED DRUG;

ABSORPTION SPECTROSCOPY; ARTICLE; CHEMICAL REACTION; CHEMICAL STRUCTURE; FLUORESCENCE SPECTROSCOPY;

EID: 79961149523     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja2056566     Document Type: Article

References (33)

1. Inokuma, Y.; Osuka, A. Dalton Trans. 2008, 2517
2. Torres, T. Angew. Chem., Int. Ed. 2006, 45, 2834
3. Osuka, A.; Tanaka, T.; Tsurumaki, E. Bull. Chem. Soc. Jpn. 2011, 84, 679
4. Inokuma, Y.; Kwon, J. H.; Ahn, T. K.; Yoon, M.-C.; Kim, D.; Osuka, A. Angew. Chem., Int. Ed. 2006, 45, 961
5. Inokuma, Y.; Yoon, Z. S.; Kim, D.; Osuka, A. J. Am. Chem. Soc. 2007, 129, 4747
6. Inokuma, Y.; Easwaramoorthi, S.; Yoon, Z. S.; Kim, D.; Osuka, A. J. Am. Chem. Soc. 2008, 130, 12234
7. Inokuma, Y.; Easwaramoorthi, S.; Jang, S. Y.; Kim, K. S.; Kim, D.; Osuka, A. Angew. Chem., Int. Ed. 2008, 47, 4840
8. Hayashi, S.; Inokuma, Y.; Osuka, A. Org. Lett. 2010, 12, 4148
9. Tsurumaki, E.; Saito, S.; Kim, K. S.; Lim, J. M.; Inokuma, Y.; Kim, D.; Osuka, A. J. Am. Chem. Soc. 2008, 130, 438
10. Hayashi, S.; Inokuma., Y.; Easwaramoorthi, S.; Kim, K. S.; Kim, D.; Osuka, A. Angew. Chem., Int. Ed. 2010, 49, 321
11. Hayashi, S.; Tsurumaki, E.; Inokuma, Y.; Kim, P.; Sung, Y. M.; Kim, D.; Osuka, A. J. Am. Chem. Soc. 2011, 133, 4254
12. Tsurumaki, E.; Inokuma, Y.; Easwaramoorthi, S.; Lim, J. M.; Kim, D.; Osuka, A. Chem.- Eur. J. 2009, 15, 237
13. Kobayashi, N.; Takeuchi, Y.; Matsuda, A. Angew. Chem., Int. Ed. 2007, 46, 758
14. Takeuchi, Y.; Matsuda, A.; Kobayashi, N. J. Am. Chem. Soc. 2007, 129, 8271
15. Xu, T.; Lu, R.; Liu, X.; Chen, P.; Qiu, X.; Zhao, Y. Eur. J. Org. Chem. 2008, 1065
16. For other ring-contracted porphyrins: Myśliborski, R.; Latos-Grazyński, L.; Szterenberg, L.; Lis, T. Angew. Chem., Int. Ed. 2006, 45, 3670
17. Kim, K. S.; Lim, J. M.; Myśliborski, R.; Pawlicki, M.; Latos-Grazyński, L.; Kim, D. J. Phys. Chem. Lett. 2011, 2, 477
18. Xue, Z.-L.; Shen, Z.; Mack, J.; Kuzuhara, D.; Yamada, H.; Okujima, T.; Ono, N.; You, X.-Z.; Kobayashi, N. J. Am. Chem. Soc. 2008, 130, 16478
19. Gouterman, M. J. Mol. Spectrosc. 1961, 6, 138
20. Kölle, P.; Nöth, H. Chem. Rev. 1985, 85, 399
21. Piers, W. E.; Bourke, S. C.; Conroy, K. D. Angew. Chem., Int. Ed. 2005, 44, 5016
22. Claessens, C. G.; González-Rodríguez, D.; Torres, T. Chem. Rev. 2002, 102, 835
23. Claessens, C. G.; González-Rodríguez, D.; del Rey, B.; Torres, T.; Mark, G.; Schuchmann, H.-P.; von Sonntag, C.; MacDonald, J. G.; Nohr, R. S. Eur. J. Org. Chem. 2003, 2546
24. Shibata, N.; Das, B.; Tokunaga, E.; Shiro, M.; Kobayashi, N. Chem.- Eur. J. 2010, 16, 7554
25. Kato, T.; Tham, F. S.; Boyd, P. D. W.; Reed, C. A. Heteroatom Chem. 2006, 17, 209
26. Reed, C. A. Acc. Chem. Res. 1998, 31, 133
27. Reed, C. A. Acc. Chem. Res. 2010, 43, 121
28. Xie, Z.; Manning, J.; Reed, R. W.; Mathur, R.; Boyd, P. D. W.; Benesi, A.; Reed, C. A. J. Am. Chem. Soc. 1996, 118, 2922
29. Several examples have been reported for subphthalocyaines bearing axial B-C bond: Rauschnabel, J.; Hanack, M. Tetrahedron Lett. 1995, 36, 1629
30. Geyer, M.; Plenzig, F.; Rauschnabel, J.; Hanack, M.; del Rey, B.; Sastre, A.; Torres, T. Synthesis 1996, 1139
31. Camerel, F.; Ulrich, G.; Retailleau, P.; Ziessel, R. Angew. Chem., Int. Ed. 2008, 47, 8876
32. Yamasaki, Y.; Mori, T. Chem. Lett. 2010, 39, 1108
33. Guilleme, J.; González-Rodríguez, D.; Torres, T. Angew. Chem., Int. Ed. 2011, 50, 3506