4.8 Article

A Core-Substituted Naphthalene Diimide Fluoride Sensor

Journal

ORGANIC LETTERS
Volume 11, Issue 23, Pages 5418-5421

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol9022722

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Funding

  1. Australian Research Council [DP0878220]
  2. Australian Research Council [DP0878220] Funding Source: Australian Research Council

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The synthesis and characterization of a highly fluorescent core-substituted naphthalene diimide sensor (phi = 0.34) bearing a bis-sulfonamide group is described. The compound shows a unique selectivity and reactivity for the fluoride ion over other anions in CHCl3 by a two-stage deprotonation process leading to a colorimetric response. In DMSO solution, the sensor is shown to be highly selective for fluoride (K-a similar to 10(6) M-1) over other anions with more pronounced changes In absorption characteristics.

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