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Intramolecular proton transfer through the adjoining π-conjugated system in Shiff base: application for colorimetric
Xudong Yu1, Ping Zhang2, Yajuan Li3
1College of Chemistry and Material Sciences, Hebei Normal University, Yuhua Road 113, Shijiazhuang 050024, PR China; College of Science and Hebei Research Center of Pharmaceutical and Chemical Engineering, Hebei University of Science and Technology, Yuhua Road 70, Shijiazhuang 050080, PR China.
Abstract:
In this paper, a new kind of phenol-based chemsensor L2 comprised of a Schiff base and azo groups was rationally designed and synthesized. It could selectively recognize fluoride anion among tested anions such as F(-), AcO(-), H2PO4(-), Cl(-), Br(-), and I(-) with obvious color changes from yellow to fuchsia. The intramolecular PT (proton transfer) in L1 and L2 was responsible for the sensing ability, which was certified by the (1)H NMR and Uv-vis experiments.
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