articleJournal of the American Chemical SocietyMay 20, 2012Closed access

Click Synthesis, Aggregation-Induced Emission, E / Z Isomerization, Self-Organization, and Multiple Chromisms of Pure Stereoisomers of a Tetraphenylethene-Cored Luminogen

Zhejiang University · Hong Kong University of Science and Technology · +2 more institutions

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Abstract

It has been difficult to decipher the mechanistic issue whether E/Z isomerization is involved in the aggregation-induced emission (AIE) process of a tetraphenylethene (TPE) derivative, due to the difficulty in the synthesis of its pure E and Z conformers. In this work, pure stereoisomers of a TPE derivative named 1,2-bis{4-[1-(6-phenoxyhexyl)-4-(1,2,3-triazol)yl]phenyl}-1,2-diphenylethene (BPHTATPE) are successfully synthesized. Both isomers show remarkable AIE effect (α(AIE) ≥ 322) and high fluorescence quantum yield in the solid state (Φ(F) 100%). The conformers readily undergo E/Z isomerization upon exposure to a powerful UV light and treatment at a high temperature (>200 °C). Such conformational change,…

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Topics & keywords

Keywords
  • Isomerization
  • Chemistry
  • Aggregation-induced emission
  • Fluorescence
  • Derivative (finance)
  • Conformational isomerism
  • Photochemistry
  • Quantum yield
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