Design, Synthesis and Evaluation of a New Diarylethene with A Quinoline Formaldehyde Unit

Xiaodong Zhang

doi:10.54097/8qc09x11

Authors

Xiaodong Zhang

DOI:

https://doi.org/10.54097/8qc09x11

Keywords:

Diarylethene, Fluorescence, Photochromism

Abstract

A new asymmetrical diarylethene (1O) with a quinoline formaldehyde unit was synthesized by click chemistry reaction. Its photochromic and fluorescence performances by the stimulation of light was investigated in detail. The results showed that the compound exhibits good photochromism with UV/Vis light irradiation. The diarylethene 1O changed the color from colorless to purple upon irradiation with 297 nm UV light, in which absorption maxima were observed at 367 and 552 nm.

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References

[1] M. Irie. Chem. Rev. 2000, 100, pp. 1685.

[2] H. Tian, S. Yan. J. Chem. Soc. Rev. 2004, 33, pp. 85.

[3] Y.N. Li, Q. Li. Org. Lett. 2012, 14, pp. 4362.

[4] X. Y. Lv, M. S. Wang, C. Yang, G. E. Wang, S. H. Wang, R. G. Lin, G. C. Guo. Inorg. Chem. 2012, 51, pp. 4015.

[5] S. J. Chen, L. J. Chen, H. B. Yang, H. Tian, W. H. Zhu. J. Am. Chem. Soc. 2012, 134, pp. 13596.

[6] C. Sciascia, R. Castagna, M. Dekermenjian, R. Martel, A. S. Kandada, F.D. Fonzo, A. Bianco, C. Bertarelli, M. Meneghetti, G. Lanzani. J. Phys. Chem. C. 2012, 116, pp. 19483.

[7] Y. Ishibashi, T. Umesato, S. Kobatake, M. Irie, H. Miyasaka. J. Phys.Chem. C. 2012, 116, 4862Hanahan, D.; Weinberg, R. A. The hallmarks of cancer. Cell, 2000, 100, pp. 57−70.

[8] T. Yamaguchi and M. Irie: J. Photochem. Photobiol. A. Chem. 2006, 178, pp. 162.

[9] Pu SZ, Ding HC, Liu G, Zheng CH, Xu HY. Multiaddressing fluorescence switch based on a new photochromic diarylethene with a triazole-linked Rhodamine B unit. The Journal of Physical Chemistry C. 2014, 118, pp. 7010-7017.

[10] Ding HC, Liu G, Pu SZ, Zheng CH. Multi-addressable fluorescent switch based on a photochromic diarylethene with triazole-bridged methylquinoline group. Dyes and Pigments. 2014, 103, pp. 82-88.

[11] Chereddy N R, Thennarasu S, Mandal A B. Incorporation of triazole into a quinoline-rhodamine conjugate imparts iron (III) selective complexation permitting detection at nanomolar levels. Dalton Transactions, 2012, 41, pp. 11753-11759.

[12] Yam VWW, Lee JKW, Ko CC Zhu NY. Photochromic diarylethene-containing ionic liquids and N-heterocyclic carbenes. J Am Chem Soc., 2009, 131, pp. 912-913.

[13] Liu G, Pu SZ, Wang XM. Synthesis and the effect of substituent position upon unsymmetrical isomeric diarylethenes bearing a pyrrole unit. J Photochem Photobiol A Chem., 2010, 214, pp. 230-240.

[14] Li ZX, Liao LY, Sun W, Xu CH, Zhang C, Fang CJ, Yan CH. Reconfigurable cascade circuit in a photo- and chemical-switchable fluorescent diarylethene derivative. J. Phys. Chem. C., 2008, 112, pp. 5190-5196.

[15] Fan CB, Pu SZ, Liu G, Yang TS. Substituent position effect on the properties of isomeric photochromic diarylethenes bearing chlorine atoms. J. Photochem. Photobiol. A Chem., 2008, 194, pp. 415-425.