Abstract
A red-emitting cyclometalated Ir(III) complex-based phosphorescent probe 1 was designed and synthesized to selectively and sensitively detect thiophenol in 90% DMSO/PBS (0.01 M, pH = 7.4) solution with a low detection limited (LOD = 8.68 × 10−7 mol L−1). For probe 1, cyclometalated [Ir(ppy)2Phen]+ moiety acted as phosphor, 2,4-dinitrobenzenesulfonyl (DNBS) group was regarded as recognition site and phosphorescent quencher, and polyether (1-ethoxy-2-(2-methoxyethoxy)ethane) units in the C^N ligands was introduced to improve the water solubility of complex. Due to strong electro-withdrawing DNBS moiety, probe 1 exhibited very week phosphorescence at 600 nm. Upon addition with thiophenol to probe 1 and DNBS moiety left due to the cleavage of sulfonamide bond though nucleophilic elimination reaction, an obvious phosphorescence at 600 nm belong to complex 2 could be observed and the solution displayed red phosphorescent color. Meanwhile, the probe possessed a large Stokes shift (180 nm) and a relatively larger phosphorescence lifetime (τ = 5.265 μs). At the same time, the probe could be used for quantitative detection of thiophenol in actual water samples with high recovery, and detect thiophenol in human serum (100-fold dilution by PBS).
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