Photochromism control of salicylideneaniline derivatives by acid-base Co-crystallization

Crystal Growth and Design

Volumn 12, Issue 10, 2012, Pages 4779-4786

  Johmoto, Kohei ^a   Sekine, Akiko ^a   Uekusa, Hidehiro ^a  

^a TOKYO INSTITUTE OF TECHNOLOGY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

2-AMINOPYRIDINE; ACID BASE; BIPYRIDINES; BIPYRIDYL; CO-CRYSTALS; COCRYSTALLIZATION; CONFORMATIONAL CHANGE; DIBENZYLAMINE; GUANYLTHIOUREA; PHOTOCHROMIC COMPOUND; PHOTOCHROMIC PROPERTIES; PHOTOCHROMIC REACTIONS; PHOTOCHROMIC REACTIVITY;

PHOTOCHROMISM;

EID: 84866999048     PISSN: 15287483     EISSN: 15287505     Source Type: Journal    
DOI: 10.1021/cg300454q     Document Type: Article

References (36)

1. Brown, G. H. Photochromism (Techniques of Chemistry); John Wiley & Sons Inc.: 1971; p 876.
2. Heinz Dürr, H. B.-L., Ed. Photochromism: Molecules and Systems, 1 st ed.; Elsevier Science: 2003.
3. Crano, J. C., Guglielmetti, R. J., Eds. Organic Photochromic and Thermochromic Compounds: Vol. 2: Physicochemical Studies, Biological Applications, and Thermochromism; Springer: 1999.
4. Crano, J. C., Guglielmetti, R. J., Eds. Organic Photochromic and Thermochromic Compounds: Vol. 1: Photochromic Families; Springer: 1999; p 400.
5. Rothe, E. W.; Bernstein, R. B.; Pauly, H.; Dalgarno, A.; Kingston, A. E.; Berkling, K.; Schlier, C.; Toschek, P.; Kramer, K. H.; Ford, K. W.; Wheeler, J. A.; Mason, E. A.; Morse, S. F. A.; Neynaber, R. H.; Trujillo, S. M.; Marchi, R. P.; Brackett, J. W.; Mueller, C. R.; Sanders, W. A.; Bertrand, R. R.; Amdur, I.; Jordan, J. E.; Massey, H. S. W.; Pervival, I. C.; Hundhausen, E. Science 1964, 144, 150-154
6. Sousa, J. A.; Kashnow, R. A. Rev. Sci. Instrum. 1969, 40, 966967
7. Fukaminato, T.; Sasaki, T.; Kawai, T.; Tamai, N.; Irie, M. J. Am. Chem. Soc. 2004, 126, 14843-9
8. Andes, R. V.; Manikowski, D. M. Appl. Opt. 1968, 7, 1179-83
9. Mizuno, H.; Mal, T. K.; Wälchli, M.; Kikuchi, A.; Fukano, T.; Ando, R.; Jeyakanthan, J.; Taka, J.; Shiro, Y.; Ikura, M.; Miyawaki, A. Proc. Natl. Acad. Sci. U.S.A. 2008, 105, 9227-32
10. Senier, A.; Shepheard, F. G. J. Chem. Soc., Trans. 1909, 95, 1943-1955
11. Senier, A.; Shepheard, F. G.; Clarke, R. J. Chem. Soc., Trans. 1912, 101, 1950-1958
12. Cohen, M. D.; Schmidt, G. M. J. J. Phys. Chem. 1962, 66, 2442-2446
13. Cohen, M. D.; Schmidt, G. M. J.; Flavian, S. J. Chem. Soc. 1964, 2041-2051
14. Cohen, M. D.; Hirshberg, Y.; Schmidt, G. M. J. J. Chem. Soc. (Resumed) 1964, 2051
15. Bregman, J.; Leiserowitz, L.; Schmidt, G. M. J. J. Chem. Soc. 1964, 2068-2086
16. Harada, J.; Uekusa, H.; Ohashi, Y. J. Am. Chem. Soc. 1999, 5809-5810
17. Harada, J.; Ogawa, K. Chem. Soc. Rev. 2009, 38, 2244-52
18. Harada, J.; Ogawa, K.; Tomoda, S. Acta Crystallogr., Sect. B: Struct. Sci. 1997, 53, 662-672
19. Johmoto, K.; Sekine, A.; Uekusa, H.; Ohashi, Y. Bull. Chem. Soc. Jpn. 2009, 82, 50-57
20. Bernstein, J. Polymorphism in Molecular Crystals; Oxford University Press: USA, 2002; p 424.
21. Brittain, H. G., Ed. Polymorphism in Pharmaceutical Solids (Drugs and the Pharmaceutical Sciences); Informa Healthcare: 1999; p 448.
22. Mikami, M.; Nakamura, S. Phys. Rev. B 2004, 69, 1-8
23. Kawato, T.; Koyama, H.; Kanatomi, H.; Isshiki, M. J. Photochem. 1985, 28, 103-110
24. Fukuda, H.; Amimoto, K.; Koyama, H.; Kawato, T. Org. Biomol. Chem. 2003, 1, 1578-83
25. Hadjoudis, E.; Vittorakis, M.; Moustakali-Mavridis, I. Tetrahedron 1987, 43, 1345-1360
26. Jochum, F. D.; Theato, P. Macromolecules 2009, 42, 5941-5945
27. Casades, I.; álvaro, M.; Garc\ia, H.; Pillai, M. N. Eur. J. Org. Chem. 2002, 2002, 2074-2079
28. Kawato, T.; Amimoto, K.; Maeda, H.; Koyama, H.; Kanatomi, H. Mol. Cryst. Liq. Cryst. Sci. Technol., Sect. A 2000, 345, 57-62
29. Amimoto, K.; Kawato, T. J. Photochem. Photobiol., C 2005, 6, 207-226
30. Almarsson, O.; Zaworotko, M. J. Chem. Commun. (Cambridge, England) 2004, 1889-96
31. Shan, N.; Zaworotko, M. J. Drug Discovery Today 2008, 13, 440-6
32. Fleischman, S. G.; Kuduva, S. S.; McMahon, J. A.; Moulton, B.; Bailey Walsh, R. D.; Rodríguez-Hornedo, N.; Zaworotko, M. J. Cryst. Growth Des. 2003, 3, 909-919
33. Higashi, T. ABSCOR, Empirical Absorption Correction based on Fourier Series Approximation, 1995.
34. Sheldrick, G. M. Acta Crystallogr., Sect. A: Found. Crystallogr. 2008, 64, 112-22
35. Stahl, P. H.; Wermuth, C. G., Eds.; Handbook of Pharmaceutical Salts: Properties, Selection, and Use; Wiley-VCH: 2002; p 400.
36. Johmoto, K.; Ishida, T.; Sekine, A.; Uekusa, H.; Ohashi, Y. Acta Crystallogr., Sect. B: Struct. Sci. 2012, 68, 297-304