A novel N,N-dithenoyl-rhodamine based fluorescent and colorimetric Fe3+probe 1 was designed and synthesized by only one step from Rhodamine B hydrazide and 2-thiophenecarbonyl chloride.The structure of probe 1 was cha...A novel N,N-dithenoyl-rhodamine based fluorescent and colorimetric Fe3+probe 1 was designed and synthesized by only one step from Rhodamine B hydrazide and 2-thiophenecarbonyl chloride.The structure of probe 1 was characterized by 1 H NMR/13C NMR spectroscopy,IR spectroscopy,and HRMS spectrometry.Accompanying with significant changes in visual color and fluorescent spectrum,probe 1 displayed good sensitivity for Fe3+with an abroad pH span.The detection limit(3.76μmol/L,0.2 mg/L)for Fe3+was lower than WHO recommended value(0.3 mg/L)for drinking water.Using two thiophene carbonyl groups as coordinating functional recognition group,probe 1 showed excellent selectivity towards Fe3+over diverse coexistent metal ions and anions.The sensing mechanism between dithenoyl-substituted probe 1 and Fe3+was further confirmed by 1 H NMR and IR titration experiments,binding constants study,and Job’s plot analysis.Furthermore,probe 1 also exhibited good cell membrane permeability and could be used as an efficient Fe3+probe in living human cells.展开更多
基金supported by the National Key R&D Program of China(No.2016YFE0118800)the State Key Laboratory of Environmental Chemistry and Ecotoxicology(No.KF2015-07)+1 种基金the Key Laboratory of Marine Ecology and Environment Science and Engineering,SOA(No.MESE-2017-06)National Natural Science Foundation of China(Nos.21402192,21672255)
文摘A novel N,N-dithenoyl-rhodamine based fluorescent and colorimetric Fe3+probe 1 was designed and synthesized by only one step from Rhodamine B hydrazide and 2-thiophenecarbonyl chloride.The structure of probe 1 was characterized by 1 H NMR/13C NMR spectroscopy,IR spectroscopy,and HRMS spectrometry.Accompanying with significant changes in visual color and fluorescent spectrum,probe 1 displayed good sensitivity for Fe3+with an abroad pH span.The detection limit(3.76μmol/L,0.2 mg/L)for Fe3+was lower than WHO recommended value(0.3 mg/L)for drinking water.Using two thiophene carbonyl groups as coordinating functional recognition group,probe 1 showed excellent selectivity towards Fe3+over diverse coexistent metal ions and anions.The sensing mechanism between dithenoyl-substituted probe 1 and Fe3+was further confirmed by 1 H NMR and IR titration experiments,binding constants study,and Job’s plot analysis.Furthermore,probe 1 also exhibited good cell membrane permeability and could be used as an efficient Fe3+probe in living human cells.
