4.8 Article

Selective and Sensitive Fluoride Detection through Alkyne Cruciform Desilylation

Journal

ORGANIC LETTERS
Volume 15, Issue 14, Pages 3518-3521

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol401120a

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Funding

  1. University of Houston (UH)
  2. Welch Foundation [E-1768]
  3. National Science Foundation [CHE-1151292]
  4. American Chemical Society Petroleum Research Fund [50390-DNI10]
  5. Texas Center for Superconductivity at UH

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Desilylation of silylethynyl-substituted benzobisoxazole cruciforms can be achieved using stoichiometric amounts of fluoride, leading to a significant change in their UV-vis absorption and fluorescence. This response is observable at micromolar concentrations of fluoride, and, in the case of a triisopropylsilyl-substituted cruciform fluorophore, extraordinarily selective for fluoride over other small inorganic anions, including hydroxide, acetate, and phosphate.

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