New ferrocene-pyrene dyads bearing amide/thiourea hybrid donors for anion recognition

New ferrocene-pyrene dyads bearing amide/thiourea hybrid donors for anion recognition
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带有酰胺/硫脲杂化供体的新型二茂铁-芘二元组用于阴离子识别

DOI:
10.1016/j.ica.2018.08.055
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发表时间:
2018-11
影响因子:
2.8
通讯作者:
Cao Qian-Yong
Cao Qian-Yong
中科院分区:
化学3区
文献类型:
--
作者:
Huang Hongwei;Xin Zhaohui;Yuan Lin;Wang Bin-Yong;Cao Qian-Yong

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设计并制备了两种带有酰胺和硫脲供体的新二茂铁-芘二元体(1和2)用于阴离子识别。并通过X射线单晶分析对1的结构进行了表征。通过电化学和荧光技术充分研究了1和2的阴离子识别能力。在 CH3CN 溶液中,1 和 2 对 F−、AcO− 和 H2PO4− 均表现出良好的电化学传感能力,并且基于二茂铁的氧化还原电位显示出较大的负移。有趣的是,与其他阴离子相比,1 和 2 都表现出对 F− 的独特荧光感应,受体的荧光显示出关闭响应。此外,通过 1 H NMR 滴定证实了受体与阴离子之间的结合机制,这表明两个硫脲 NH 供体与酰胺供体合作,在结合阴离子方面发挥着关键作用。
Two new ferrocene-pyrene dyads (1and2)bearing amide and thiourea donors were designed and prepared for anion recognition. The structure of1was also characterized by X-ray single crystal analysis. The anion recognition ability of1and2was fully investigated by elecotrochemical and fluorescent techniques. In CH3CN solution, both1and2showed a good electrochemical sensing toward F−, AcO−and H2PO4−, with the ferrocene-based redox potential showing a large negative shift. Interestingly, both1and2exhibited an exclusive fluorescence sensing of F−over other anions, with the fluorescence of the receptors showing a turn-off response. Further, the binding mechanism between receptors and anions was confirmed by1H NMR titrations, which reveal that the two thiourea NH donors, cooperative with the amide donor, play a key role for binding the anions.
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