A New Ferrocene and Binaphthol Functionalized Triazolephane for Dual-Signaling Sensing of Zn2+

doi:10.6023/cjoc201506021

Chin. J. Org. Chem. ›› 2015, Vol. 35 ›› Issue (11): 2383-2388.DOI: 10.6023/cjoc201506021 Previous Articles Next Articles

Notes

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

王智成^a, 戴博娜^a, 丘继芳^b, 曹迁永^a, 葛金柱^a

a 南昌大学化学系南昌 330031;
b 福建长汀第二中学长汀 336300

收稿日期:2015-06-17 修回日期:2015-07-09 发布日期:2015-08-17
通讯作者: 曹迁永 E-mail:cqyong@ncu.edu.cn
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⁺

Wang Zhicheng^a, Dai Bona^a, Qiu Jifang^b, Cao Qianyong^a, Ge Jingzhu^a

a Department of Chemistry, Nanchang University, Nanchang 330031;
b Fujian Province Changting No. 2 Middle School, Changting 336300

Received:2015-06-17 Revised:2015-07-09 Published:2015-08-17
Supported by:
Project supported by the National Natural Science Foundation of China (Nos. 21162017, 21462027).

1. A New Ferrocene and Binaphthol Functionalized Triazolephane for Dual-Signaling Sensing of Zn²⁺.PDF(337KB)

Abstract

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

Cite this article

Wang Zhicheng, Dai Bona, Qiu Jifang, Cao Qianyong, Ge Jingzhu. A New Ferrocene and Binaphthol Functionalized Triazolephane for Dual-Signaling Sensing of Zn²⁺[J]. Chin. J. Org. Chem., 2015, 35(11): 2383-2388.

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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

A New Ferrocene and Binaphthol Functionalized Triazolephane for Dual-Signaling Sensing of Zn²⁺

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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