A novel Schiff base macrocycle based on 1,1'-binaphthyl for fluorescence recognition.

Luminescence : the Journal of Biological and Chemical Luminescence
Hiroki TokunagaMakoto Miyasaka

Abstract

A novel chiral polyimine macrocycle C-1 was designed and synthesized by the self-condensation of the dialdehyde of the chiral dinaphtho[2,1-d:1',2'-f][1,3]dioxepine derivative and o-phenylenediamine by Schiff base formation, and the corresponding polyamine macrocycle C-1H was obtained by the reduction of the polyimine macrocycle. The UV-vis and fluorescence spectral studies indicated that both C-1 and C-1H form the complex with metal ions in a 1:2 ratio. The fluorescence behaviour of C-1 upon the addition of Zn2+ or Cd2+ showed a 'turn-on' response accompanied by fluorescence enhancement at 510 nm six times for Cd2+ and 13 times for Zn2+ . In contrast, C-1H revealed a 'turn-off' response upon the addition of Co2+ , Ni2+ , and Cu2+ .

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Citations

Sep 9, 2021·Luminescence : the Journal of Biological and Chemical Luminescence·Yang LiuXinfeng Zhang

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