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



王智成a, 戴博娜a, 丘继芳b, 曹迁永a, 葛金柱a   

  1. 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
  • 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 Zhichenga, Dai Bonaa, Qiu Jifangb, Cao Qianyonga, Ge Jingzhua   

  1. 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).

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