Determination Limit of Fluorescence Turn‐On Probes for the Acetate Anion

Abstract

Three fluorescent turn‐on probes containing 3,6‐dichloro‐9H‐carbazole as carbazyl part have been designed and synthesized. Among studied anions F−, AcO−, H2PO$\rm{{_{4}^{-}}}$, Cl−, Br− and I−, AcO− showed the strongest binding ability with all probes. The strong basic anions, such as AcO−, H2PO$\rm{{_{4}^{-}}}$, and F−, induced a significant red‐shift in absorption and a concomitant increase in fluorescent emission of the probes caused by photoinduced electron transfer (PET). The determination limit of probe 3 (Scheme 1) toward AcO− is 3.0×10−7 M. 1H‐NMR Titration experiments shed light on the nature of the interaction between the probes and the anions. Theoretical investigation further illustrated the possible binding mode in these hostguest interactions and the roles of molecular frontier orbitals in molecular interplay.

Isatin N-phenylsemicarbazone: effect of substituents and concentration on anion sensing selectivity and sensitivity

“…The determined 3s/S for strongly basic F À and CH 3 COO À anions by sensors IVa and Va are amongst the lowest published detection limits for these anions in organic solvent. [20][21][22][23] At 10 À5 mol dm À3 sensor concentration, the tautomeric hydrazide-hydrazonol equilibrium is completely shied to the hydrazonol side, and isatin N-phenylsemicarbazones can be used as sensors for weakly basic anions. Sensor solution dilution thus leads to dramatic change in sensor selectivity.…”

Synthesis of Cyclen Bodipy Dyad and Its Metal Complexes: Evaluation of Anion Recognition Features

“…In particular, the triangular structure of AcO-may well match with 1-Zn in terms of shape and could form stronger ionic interactions. Consequently, AcO-can be selectively differentiated from other anions based on dissociation constant [17]. The binding constants of 1-Zn with OH -, Fand AcOwere calculated from UV-vis and fluorescence titration measurements to reveal the binding properties and selectivity (Table 2).…”

“…Fluorescent probes offer one of the best methods for the detection of AcOion. Thus, many studies have been performed for synthesis and designing of fluorescent AcOprobes in recent years [1,[4][5][6][7][8][9][10][11][12][13][14][15][16][17]. In anion recognition chemistry, noncovalent interactions between a receptor and an anion can occur by three ways: i) hydrogen bonding, ii) electrostatic interaction or iii) coordination with metal cations [1].…”