Synthesis and Property of a New Diarylethene Bearing both an Isoxazole Moiety and a Chlorine Atom

Abstract:

A new photochromic diarylethene 1-(3,5-dimethyl-4-isoxazolyl)-2-[2-methyl-5- (3-chlorophenyl)-3-thienyl]perfluorocyclopentene (1o) has been synthesized. Its properties, including photochromism and fluorescence were investigated in detail. It underwent reversible cyclization and cycloreversion reactions upon alternating irradiation with UV and visible light both in hexane and in PMMA. The results showed that this compound exhibited reversible photochromism and good fluorescent switching after irradiation with UV light and visible light.

• Periodical: Advanced Materials Research (Volumes 239-242)
• Pages: 2427-2430
• DOI: https://doi.org/10.4028/www.scientific.net/AMR.239-242.2427
• Online since: May 2011
• Authors: Hui Li, Shou Zhi Pu, Gang Liu, Wei Jun Liu, Shi Qiang Cui
• Keywords: Chlorine Atom, Diarylethene, Fluorescence, Isoxazole, Photochromic

References

[1] M. Irie: Chem. Rev. Vol. 100 (2000), p.1685

[2] H. Tian, S.J. Yang: Chem. Soc. Rev. Vol. 33 (2004), p.85

[3] C. Yun, J. You, J. Kim, J. Huh and E. Kim: J. Photochem. Photobiol. C: Photochemistry Reviews Vol. 10 (2009), p.111

[4] H. Tian and S.J. Yang: Chem. Soc. Rev. Vol. 33 (2004), p.85

[5] M. Irie, T. Fukaminato, T. Sasaki, N. Tamai and T. Kawai: Nature. Vol. 420 (2002), p.759

DOI: 10.1038/420759a

[6] K. Matsuda and M. Irie: Chem. Eur. J. Vol. 7 (2001), p.3466

[7] M. Morimoto, S. Kobatake and M. Irie: J. Am. Chem. Soc. Vol. 125 (2003), p.11080

[8] K. Morimitsu, K. Shibata, S. Kobatake and M. Irie: J. Org. Chem. Vol. 67 (2002), p.4574

[9] K. Matsuda and M. Irie: J. Photoch. Photobiol. C. Vol. 5 (2004), p.169

[10] K. Matsuda and M. Irie: Chemistry Lett. Vol. 35 (2006), p.1204

[11] H. Tian and S. Wang: Chemical Commun. (2007), p.781

[12] S. Kawata and Y. Kawata: Chem. Rev. Vol. 100 (2000), p.1777

[13] S.Z. Pu, G. Liu, L. Shen and J.K. Xu: Org. Lett. Vol. 9 (2007), p.2139

[14] S.Z. Pu, H.H. Tang, B. Chen, J.K. Xu and W.H. Huang: Mater. Lett. Vol. 60 (2006), p.3553

[15] T. Fukaminato, T. Sasaki, T. Kawai and M. Irie: J. Am. Chem. Soc. Vol. 126 (2004), p.14843

[16] S.Z. Pu, T.S. Yang, G.Z. Li, J.K. Xu and B. Chen: Tetrahedron Lett. Vol. 47 (2006), p.3167