"Conformational" solvatochromism: Spatial discrimination of nonpolar solvents by using a supramolecular box of a π-conjugated zinc bisporphyrin rotamer

Angewandte Chemie - International Edition

Volumn 47, Issue 28, 2008, Pages 5153-5156

  Aimi, Junko ^a   Nagamine, Yuka ^a   Tsuda, Akihiko ^a,b   Muranaka, Atsuya ^c   Uchiyama, Masanobu ^c   Aida, Takuzo ^a  

^a UNIVERSITY OF TOKYO   (Japan)

^b JAPAN SCIENCE AND TECHNOLOGY AGENCY   (Japan)

^c RIKEN   (Japan)

Author keywords

interactions; Molecular recognition; Nonpolar solvent; Porphyrinoids; Solvatochromism

Indexed keywords

MOLECULAR RECOGNITION; NONPOLAR SOLVENT; PORPHYRINOIDS; SOLVATOCHROMISM;

ZINC;

METALLOPORPHYRIN; SOLVENT; ZINC;

ARTICLE; CHEMISTRY; CONFORMATION; ELECTRON; SPECTROSCOPY;

ELECTRONS; METALLOPORPHYRINS; MOLECULAR CONFORMATION; SOLVENTS; SPECTRUM ANALYSIS; ZINC;

EID: 48149113147     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200801332     Document Type: Article

References (24)

1. C. Reichardt, Chem. Rev. 1994, 94, 2319-2358.
2. a) A. A. Gorman, M. G. Hutchings, P. D. Wood, J. Am. Chem. Soc. 1996, 118, 8497-8498;
3. b) L. Lu, R. J. Lachicotte, T. L. Penner, J. Perlstein, D. G. Whitten, J. Am. Chem. Soc. 1999, 121, 8146-8156.
4. a) V. W. Yam, K. M. Wong, N. Zhu, J. Am. Chem. Soc. 2002, 124, 6506-6507;
5. b) K. Balakrishnan, A. Datar, T. Naddo, J. Huang, R. Oitker, M. Yen, J. Zhao, L. Zang, J. Am. Chem. Soc. 2006, 128, 7390-7398.
6. J. C. Nelson, J. G. Saven, J. S. Moore, P. G. Wolynes, Science 1997, 277, 1793-1796.
7. D. G. Yablon, A. M. Schilowitz, Appl. Spectrosc. 2004, 58, 843-847.
8. See the Supporting Information.
9. A. Tsuda, T. Nakamura, S. Sakamoto, K. Yamaguchi, A. Osuka, Angew. Chem. 2002, 114, 2941-2945;
10. Angew. Chem. Int. Ed. 2002, 41, 2817-2821.
11. a) A. Tsuda, H. Hu, R. Watanabe, T. Aida, J. Porphyrins Phthalocyanines 2003, 7, 388-393;
12. b) A. Tsuda, H. Hu, R. Tanaka, T. Aida, Angew. Chem. 2005, 117, 4962-4966;
13. Angew. Chem. Int. Ed. 2005, 44, 4884-4888.
14. J. Aimi, K. Oya, A. Tsuda, T. Aida, Angew. Chem. 2007, 119, 2077-2081;
15. Angew. Chem. Int. Ed. 2007, 46, 2031-2035.
16. C. Reichardt, Solvents and Solvent Effects in Organic Chemistry, VCH, Weinheim, 1990, chap. 4, pp. 93-145.
17. Y. Tokunaga, D. M. Rudkevich, J. Stantamaria, G. Hilmersson, J. Rebek, Jr., Chem. Eur. J. 1998, 4,1449-1457.
18. K. Suzuki, M. Kawano, M. Fujita, Angew. Chem. 2007, 119, 2877-2880;
19. Angew. Chem. Int. Ed. 2007, 46, 2819-2822.
20. a) B. Baumeister, S. Matile, Chem. Eur. J. 2000, 6,1739-1749;
21. b) O. Shoji, S. Okada, A. Satake, Y. Kobuke, J. Am. Chem. Soc. 2005, 127, 2201-2210.
22. H. L. Anderson, Chem. Commun. 1999, 2323-2330.
23. V. S.-Y. Lin, S. G. DiMagno, M. J. Therien, Science 1994, 264, 1105-1111.
24. M. U. Winters, J. Kärnbratt, M. Eng, C. J. Wilson, H. L. Anderson, B. Albinsson, J. Phys. Chem. C 2007, 111, 7192-7199.