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Determination Limit of Fluorescence Turn‐On Probes for the Acetate Anion
Authors:Xuefang Shang  Jianmei Yuan  Zhimin Du  Yingling Wang  Shenyu Jia  Jie Han  Yue Li  Jinlian Zhang  Xiufang Xu
Institution:1. Department of Chemistry, Xinxiang Medical University, Jinsui Road 601, Xinxiang 453003, P.?R. China (phone: +86‐373‐3029128;2. fax: +86‐373‐3029959);3. School of Pharmacy, Xinxiang Medical University, Jinsui Road 601, Xinxiang 453003, P.?R. China;4. Department of Chemistry, Nankai University, Tianjin 300071, P.?R. China
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?, H2POequation image , Cl?, Br? and I?, AcO? showed the strongest binding ability with all probes. The strong basic anions, such as AcO?, H2POequation image , 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.
Keywords:Fluorescence  Acetate anion  9H‐Carbazole‐1  8‐diamine  3  6‐dichloro‐  Photoinduced electron transfer (PET)
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