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Citation: SUN Aibing, YU Chuanming, HU Bingcheng. Synthesis and Property of Symmetrical Bispyridylthienylethenes Photochromic Compound[J]. Chinese Journal of Applied Chemistry, ;2015, 32(12): 1431-1436. doi: 10.11944/j.issn.1000-0518.2015.12.150147 shu

Synthesis and Property of Symmetrical Bispyridylthienylethenes Photochromic Compound

1.
Institute of Chemical Engineering, Nanjing University of Science and Technology, Nanjing 210094, China

Corresponding author: HU Bingcheng,
Received Date: 27 April 2015
Available Online: 2 July 2015

Photochromic bisthienylethene has advantages of thermal-stability and fatigue-resistance. This paper reported a new 3-stage synthesis of 1,2-bis(5-pyridyl-2-methylthien-3-yl) cyclopentene in 61% total yield via Suzuki coupling,Friedel-Crafts acylation and Mc Murry coupling by using 2-methylthiophene as the starting material. The intermediates and the target compound were confirmed by ¹H NMR, ¹³C NMR,MS and IR. This synthetic method is concise,high yielding and easy for scaling up. Photochromic properties of the target compound and its interaction with Ni²⁺,Sn²⁺ were also investigated by UV-Vis spectroscopy and fluorescent emission spectroscopy. Symmetrical 1,2-bis(5-pyridyl-2-methylthien-3-yl) cyclopentene displayed different colors and UV-Vis spectra by coordinated with metal ions. The response to ions allowed the material to be used as a new kind of probe for metal ions.
- photochromism,
- diarylethene,
- pyridine,
- probe
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