Citation: FAN Cong-Bin, DUAN Fang, PU Shou-Zhi. Crystal Structure and High Contrast Color-/fluorescent-switching Properties of 1-[2-Methyl-5-(4-chlorophenyl)-3-thienyl]-2-(2-methoxylphenyl)hexafluorocyclopentene[J]. Chinese Journal of Structural Chemistry, ;2015, 34(11): 1675-1681. doi: 10.14102/j.cnki.0254-5861.2011-0737 shu

Crystal Structure and High Contrast Color-/fluorescent-switching Properties of 1-[2-Methyl-5-(4-chlorophenyl)-3-thienyl]-2-(2-methoxylphenyl)hexafluorocyclopentene

1.
Jiangxi Key Laboratory of Organic Chemistry, Jiangxi Science & Technology Normal University, Nanchang 330013, China

Received Date: 26 March 2015
Available Online: 9 June 2015
Fund Project: Supported by the National Natural Science Foundation of China (51373072, 21363009) (51373072, 21363009) the Project of Natural Science Foundation of Jiangxi Province (20142BAB203005) (20142BAB203005)the Program for the Top Young Innovative Talents in University (2013QNBJRC002) (2013QNBJRC002)

A new photochromic diarylethene, [1-(2-methyl-5-(4-chlorophenyl)-3-thienyl-2-(2-methoxylphenyl)]perfluorocyclopentene (1o, C₂₃H₁₅ClF₆OS) was synthesized and its structure was determined by single-crystal X-ray diffraction analysis. The crystal belongs to the triclinic system, space group P1 with a=9.421(1), b=10.4664(1), c=11.2988(2), α=88.014(1), β=76.976(1), γ=82.319(1)°, Z=2, V=1075.7(2) Å³, D_c=1.509 mg/m³, μ=0.339 mm^-1, F(000)=496, the final R=0.0353 and wR=0.0922 for 3303 observed reflections (I>2σ(I)). Further study demonstrated this compound underwent reversible photochromism with high contrast color-switching between colorless and blue in hexane. Upon UV/Vis irradiation, the fluorescence quenching efficiency can be attached to ca. 98% and recover to the initial state which exhibits high contrast fluorescent-switching between "on" and "off" states.
- single-crystal,
- X-ray,
- diarylethene,
- photochromism,
- fluorescent-switching
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