一种二茂铁与联萘酚修饰环三唑的合成及其对Zn2+双信号识别
收稿日期: 2015-06-17
修回日期: 2015-07-09
网络出版日期: 2015-08-17
基金资助
国家自然科学基金(Nos. 21162017, 21462027)资助项目.
A New Ferrocene and Binaphthol Functionalized Triazolephane for Dual-Signaling Sensing of Zn2+
Received date: 2015-06-17
Revised date: 2015-07-09
Online published: 2015-08-17
Supported by
Project supported by the National Natural Science Foundation of China (Nos. 21162017, 21462027).
王智成 , 戴博娜 , 丘继芳 , 曹迁永 , 葛金柱 . 一种二茂铁与联萘酚修饰环三唑的合成及其对Zn2+双信号识别[J]. 有机化学, 2015 , 35(11) : 2383 -2388 . DOI: 10.6023/cjoc201506021
A new triazolephan-based receptor 1 bearing binaphthol fluorophore and ferrocene electrochemical singling site has been synthesized by “click reaction”. Among various metal ions, 1 shows exclusive multiple singles sensing of Zn2+ in CH3CN solution. Upon the addition of Zn2+, the fluorescence of 1 exhibited a red shift from 380 nm to 428 nm with enhancement the emission intensity. In addition, the Fe(III)/Fe(II) reversible redox potential of 1 was shifted from 430 mV to 480 mV. Fluorescence titration, 1H NMR titrations and DFT (density functional theory) calculation results reveal that the N atoms of triazole and O atoms of the ether groups take part in binding in 1-Zn2+ complexation with forming 1:1 complex.
Key words： ferrocene; triazolephane; fluorescence; electrochemistry; metal ions recognition
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