Ratiometric fluorescent and colorimetric sensors for Cu2+ based on 4,5-disubstituted-1,8-naphthalimide and sensing cyanide via Cu2+ displacement approach

Zhaochao Xu, Jie Pan, David R. Spring, Jingnan Cui, Juyoung Yoon

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176 Scopus citations

Abstract

Two 4,5-disubstituted-1,8-naphthalimide derivatives 1 and 2 were synthesized as ratiometric fluorescent and colorimetric sensors for Cu2+, respectively. In 100% aqueous solutions of 1, the presence of Cu2+ induces a strong and increasing fluorescent emission centered at 478 nm at the expense of the fluorescent emission of 1 centered at 534 nm. Compound 2 senses Cu2+ by means of a colorimetric (primrose yellow to pink) method with a thorough quench in emission attributed to the deprotonation of the secondary amine conjugated to the naphthalimide fluorophore. 1-Cu2+ and 2-Cu2+ sense cyanide in ratiometric way via colorimetric and fluorescent changes.

Original languageEnglish
Pages (from-to)1678-1683
Number of pages6
JournalTetrahedron
Volume66
Issue number9
DOIs
StatePublished - 27 Feb 2010

Bibliographical note

Funding Information:
This work was supported by Basic Science Research Program ( 20090083065 ) and the Converging Research Center Program ( 2009-0093677 ) through the National Research Foundation of Korea ( NRF ) funded by the Ministry of Education, Science and Technology, and State Key Laboratory of Fine Chemicals of China ( KF0809 ).

Keywords

  • Colorimetric
  • Cu
  • Cyanide
  • Fluorescent
  • Naphthalimide
  • Ratiometric

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