Synthesis and properties of molecular switches based on the opening and closing of oxazine rings

Journal of Photochemistry and Photobiology A: Chemistry

Volumn 229, Issue 1, 2012, Pages 20-28

  Deniz, Erhan ^a   Cusido, Janet ^a   Swaminathan, Subramani ^a   Battal, Mutlu ^a   Impellizzeri, Stefania ^a   Sortino, Salvatore ^b   Raymo, Françisco M ^a  

^a Department of Biology   (United States)

^b UNIVERSITY OF CATANIA   (Italy)

Author keywords

Fluorescence; Halochromism; Molecular switches; Oxazines; Photochromism

Indexed keywords

EID: 84855593250     PISSN: 10106030     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jphotochem.2011.11.008     Document Type: Article

References (42)

1. B.L. Feringa, and W.R. Browne Molecular Switches 2011 Wiley-VCH Weinheim
2. V. Balzani, M. Venturi, and A. Credi Molecular Devices and Machines: Concepts and Perspectives for the Nanoworld 2008 Wiley-VCH Weinheim
3. G.H. Dorion, and A.F. Wiebe Photochromism 1970 Focal Press New York
4. G.H. Brown Photochromism 1971 Wiley New York
5. A.V. El'tsov Organic Photochromes 1990 Consultants Bureau New York
6. H. Bouas-Laurent, and H. Dürr Photochromism: Molecules and Systems 1990 Elsevier Amsterdam
7. J.C. Crano, and R. Guglielmetti Organic Photochromic and Thermochromic Compounds 1999 Plenum Press New York
8. M. Irie (Ed.), Chem. Rev. 100 (2000) 1683-1890.
9. K. Matsuda, and M.J. Irie Photochem. Photobiol. C 5 2004 169 182
10. H. Tian, and S.J. Yang Chem. Soc. Rev. 33 2004 85 97
11. D. Gust, T.A. Moore, and A.L. Moore Chem. Commun. 2006 1169 1178
12. H.D. Samachetty, and N.R. Branda Pure Appl. Chem. 78 2006 2351 2359
13. M.-M. Russew, and S. Hecht Adv. Mater. 22 2010 3348 3360
14. F.M. Raymo Angew. Chem. Int. Ed. 45 2006 5249 5251
15. F.M. Raymo, and M. Tomasulo Chem. Eur. J. 12 2006 3186 3193
16. M. Tomasulo, S. Sortino, A.J.P. White, and F.M. Raymo J. Org. Chem. 70 2005 8180 8189
17. M. Tomasulo, S. Sortino, and F.M. Raymo Org. Lett. 7 2005 1109 1112
18. M. Tomasulo, and F.M. Raymo Org. Lett. 7 2005 4633 4636
19. M. Tomasulo, S. Sortino, A.J.P. White, and F.M. Raymo J. Org. Chem. 71 2006 744 753
20. M. Tomasulo, S. Sortino, and F.M. Raymo Asian Chem. Lett. 11 2007 219 222
21. M. Tomasulo, S. Sortino, and F.M. Raymo Adv. Mater. 20 2008 832 835
22. M. Tomasulo, S. Sortino, and F.M. Raymo J. Org. Chem. 73 2008 118 126
23. M. Tomasulo, S. Sortino, and F.M. Raymo J. Photochem. Photobiol. A 200 2008 44 49
24. M. Tomasulo, E. Deniz, T. Benelli, S. Sortino, and F.M. Raymo Adv. Funct. Mater. 19 2009 3956 3961
25. M. xman Petersen, E. Deniz, M. Brøndsted Nielsen, S. Sortino, and F.M. Raymo Eur. J. Org. Chem. 2009 4333 4339
26. E. Deniz, M. Tomasulo, S. Sortino, and F.M. Raymo J. Phys. Chem. C 113 2009 8491 8497
27. M. Tomasulo, E. Deniz, S. Sortino, and F.M. Raymo Photochem. Photobiol. Sci. 9 2010 136 140
28. E. Deniz, S. Ray, M. Tomasulo, S. Impellizzeri, S. Sortino, and F.M. Raymo J. Phys. Chem. A 114 2010 11567 11575
29. E. Deniz, S. Sortino, and F.M. Raymo J. Phys. Chem. Lett. 1 2010 1690 1693
30. E. Deniz, S. Sortino, and F.M. Raymo J. Phys. Chem. Lett. 1 2010 3506 3509
31. E. Deniz, S. Impellizzeri, S. Sortino, and F.M. Raymo Can. J. Chem. 89 2011 110 116
32. E. Deniz, M. Tomasulo, J. Cusido, S. Sortino, and F.M. Raymo Langmuir 27 2011 11773 11783
33. M. Montalti, A. Credi, L. Prodi, and M.T. Gandolfi Handbook of Photochemistry 2006 CRC Press Boca Raton
34. The synthesis of 9 was originally reported in
35. A.A. Shachkus, J. Degutis, and A. Jezerskaite J. Kovac, P. Zalupsky, Chemistry of Heterocyclic Compounds vol. 35 1987 Elsevier Amsterdam 518 520
36. A.A. Shachkus, J. Degutis, and A.G. Urbonavichyus Khim. Geterotskil. Soed. 5 1989 672 676
37. A.A. Shachkus, J. Degutis, and A.G. Urbonavichyus Chem. Heterocycl. Compd. 1989 562 565
38. S.E. Bioadjiev, and D.A. Lightner Tetrahedron 55 1999 10871 10886
39. H. Tian, X. Yang, R. Chen, R. Zhang, A. Hagfeldt, and L. Sun J. Phys. Chem. C 112 2008 11023 11033
40. E. Hejchman, D. Maciejewska, and I. Wolska Monatsh. Chem. 139 2008 1337 1348
41. S. Cavar, F. Kovac, and M. Maksimovic Food Chem. 117 2009 135 142
42. J.R. Lakowicz Principles of Fluorescence Spectroscopy 2006 Springer New York