A new highly selective and turn-on fluorescence probe for detection of cyanide

A new highly selective and turn-on fluorescence probe for detection of cyanide
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DOI:
10.1016/j.snb.2013.11.094
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发表时间:
2014-03
影响因子:
8.4
通讯作者:
Yutao Yang;C. Yin;F. Huo;Jianbin Chao;Yongbin Zhang;F. Cheng
Yutao Yang;C. Yin;F. Huo;Jianbin Chao;Yongbin Zhang;F. Cheng
中科院分区:
化学1区
文献类型:
--
作者:
Yutao Yang;C. Yin;F. Huo;Jianbin Chao;Yongbin Zhang;F. Cheng

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通过 2-羟基-1,3,5-苯三甲醛 (1) 与 1-甲基-2,3,3-三甲基-3H-吲哚 (2) 在乙醇中缩合,方便地合成了新化合物。其识别能力首先在DMSO中进行。添加各种阴离子后,只有 CN− 能够引起荧光开启,并伴有蓝绿色荧光。该机理基于氰化物阴离子与吲哚基团的极化C双键N键的亲核加成反应,阻断了吲哚与2-羟基-1,3,5-苯三甲醛之间的π-共轭反应,并通过1H NMR和ESI-MS证明。此外,检测在2分钟内完成,检测限为45 nmol/L。
A new compound was conveniently synthesized via the condensation of 2-hydroxy-1,3,5-benzenetricarbaldehyde (1) with 1-methyl-2,3,3-trimethyl-3H-indolium (2) in ethanol. Its recognition ability was firstly carried out in DMSO. After addition of all kinds of anions, only CN−can induce a turn on fluorescence accompanying a blue-green fluorescence color. The mechanism is based on nucleophilic addition reaction of cyanide anion with the polarized Cdouble bondN bond of the indolium group blocking the π-conjugation between indolium and 2-hydroxy-1,3,5-benzenetricarbaldehyde, which was proved by H NMR and ESI-MS. In addition, the detection was completed with 2 min and the detection limit was found to be 45 nmol/L.