Fluorescence-enhanced chemosensor for metal cation detection based on pyridine and carbazole

Xin Jiang Feng*, Pin Zhan Tian, Zheng Xu, Shao Fu Chen, Ricky M S WONG

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

47 Citations (Scopus)

Abstract

A series of donor-acceptor systems incorporating a carbazole moiety as the donating unit and pyridine moiety as the accepting unit have been designed and synthesized. The spectroscopic and electrochemical behaviors of the carbazole derivatives demonstrate that the carbazole unit interacts with the electron-accepting group through the π-conjugated spacer, thus leading to the intramolecular charge transfer (ICT). The pyridine-substituted carbazole derivatives show significant sensing and coordinating properties toward a wide range of metal cations. Compound S2 exhibits fluorescence enhancement upon association with transition metal cations, and compound V3 shows high selectivity for Cu2+ among this series of materials. DFT calculations indicate the different association abilities of the dyes and the enhancement of ICT upon addition of the metal cations.

Original languageEnglish
Pages (from-to)11318-11325
Number of pages8
JournalJournal of Organic Chemistry
Volume78
Issue number22
DOIs
Publication statusPublished - 15 Nov 2013

Scopus Subject Areas

  • Organic Chemistry

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