Amidofluorene-appended lower rim 1,3-diconjugate of calix[4]arene: synthesis, characterization and highly selective sensor for Cu(2.).

Amidofluorene-appended lower rim 1,3-diconjugate of calix[4]arene: synthesis, characterization and highly selective sensor for Cu(2.).
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DOI:
10.3762/bjoc.12.163
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发表时间:
2016
影响因子:
2.7
通讯作者:
Mohadjerani M
Mohadjerani M
中科院分区:
化学4区
文献类型:
--
作者:
Hosseinzadeh R;Nemati M;Zadmard R;Mohadjerani M

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杯[4]芳烃L的1,3-双共轭物是一种新型的铜离子荧光化学传感器。受体分子L对Cu ~(2+)表现出明显的选择性。通过吸收光谱、荧光光谱和核磁共振氢谱研究了L与Cu ~(2+)形成配合物的过程。传感器L显示出显着的颜色变化,从无色到紫色和荧光淬灭时,只有与Cu 2+的相互作用。用Job作图法确定了配合物的化学计量比为1:1。用荧光滴定法测定的缔合常数为1.8 × 106 M−1。该传感器在1至10 µM的浓度范围内对Cu 2+呈线性响应,检测限为9.6 × 10−8 M。
Functionalization of calix[4]arene with amidofluorene moieties at the lower rim led to formation of the 1,3-diconjugate of calix[4]arene L as a novel fluorescent chemosensor for Cu2+. The receptor molecule L exhibited a pronounced selectivity towards Cu2+ over other mono and divalent ions. The formation of the complex between L and Cu2+ was evaluated by absorption, fluorescence and 1H NMR spectroscopy. The sensor L showed a remarkable color change from colorless to purple and a fluorescence quenching only upon interaction with Cu2+. The 1:1 stoichiometry of the obtained complex has been determined by Job’s plot. The association constant determined by fluorescence titration was found to be 1.8 × 106 M−1. The sensor showed a linear response toward Cu2+ in the concentration range from 1 to 10 µM with a detection limit of 9.6 × 10−8 M.