Aroyleneimidazophenazine: A Sensitive Probe for Detecting CN− Anion and its Solvatochromism Effect |
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| Authors: | J Zhao J Li G Li J Gao S L A Kjelleberg S C J Loo Q Zhang |
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| Institution: | 1. School of Materials Science and Engineering, Nanyang Technological University, Singapore, Singapore;2. Singapore Centre on Environmental Life Sciences Engineering (SCELSE), Nanyang Technological University, Singapore, Singapore |
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| Abstract: | A novel electron‐deficient heteroacene 15H‐pyrazino2″,3″:3′,4′]pyrrolo1′,2′:1,2]imidazo4,5‐b]phenazin‐15‐one ( 1 ) has been successfully synthesized and characterized. Compound 1 can selectively recognize CN? and F? over other 10 anions including BF4?, PF6?, Cl?, SO42?, NO3?, I?, H2PO4?, ClO4?, Ac?, and Br? in CHCl3/DMF mixed solvents with dual responses, including absorption signals and fluorescent “turn‐off” effects. CN? and F? can be distinguished by the completely quenched fluorescence (for CN?) and partially reduced fluorescence (for F?). Especially, compound 1 exhibits higher sensitivity to CN? than F? with the response concentration as low as 5.0 × 10?6 mol/L. Moreover, compound 1 shows very interesting solvatochromism effect, and the CHCl3 solution of compound 1 is sensitive to triethylamine, and its emission could change from green to red upon the addition of triethylamine, which is attributed to the n–π intermolecular charge‐transfer interaction. |
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