Synthesis of a BINOL-Based C3 Symmetric Schiff Base and Its Fluorescence Response to Zn2

Kai Lu; Hongyu Guo; Yixuan Jiang; Jiaqiao Yang; Shanshan Yu; Xiaoqi Yu; Lin Pu

doi:10.1002/cplu.202300036

Synthesis of a BINOL-Based C₃ Symmetric Schiff Base and Its Fluorescence Response to Zn²

Chempluschem. 2023 Mar;88(3):e202300036. doi: 10.1002/cplu.202300036.

Authors

Kai Lu¹, Hongyu Guo¹, Yixuan Jiang¹, Jiaqiao Yang¹, Shanshan Yu¹, Xiaoqi Yu^{1

2}, Lin Pu³

Affiliations

¹ Key Laboratory of Green Chemistry and Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu, 610064, P. R. China.
² Department of Chemistr, Xihua University, Chengdu, 610039, P. R. China.
³ Department of Chemistry, University of Virginia, McCormick Rd, Charlottesville, VA 22904, USA.

PMID: 36800303
DOI: 10.1002/cplu.202300036

Abstract

A novel C₃ symmetric 1,1'-bi-2-naphthol-based Schiff base (R,R,R)-6 has been synthesized which shows highly selective fluorescence enhancement with Zn²⁺ among 21 metal cations examined. Its sensitivity and selectivity are found to be greater than other related C₂ (1) and C₁ [(R)-9] symmetric compounds in the fluorescent recognition of Zn²⁺ . The mechanistic study reveals that the selective fluorescence enhancement of the probe can be attributed to the formation of a unimolecular multidentate 6-coordinated Zn²⁺ complex.

Keywords: BINOL; Schiff base; Zn2+; fluorescence probe.

Abstract

Grants and funding