Asymmetrical aza-boron-dipyridomethene derivatives with large Stokes shifts: Synthesis and spectroscopic properties

Yuan Deng, Yuan Yuan Cheng, Hui Liu, John Mack, Hua Lu, Long Guan Zhu

Research output: Contribution to journalArticlepeer-review

9 Citations (Scopus)

Abstract

The synthesis and characterization of three asymmetrical aza-boron-dipyridomethene derivatives 3-5 are reported. Single crystal X-ray structures are described and the spectroscopic properties of the dyes have been investigated in depth based on an analysis of the optical spectroscopy and the results of theoretical calculations. In contrast with what is normally observed with symmetrical aza-boron-dipyridomethene dyes, very large apparent Stokes shifts are observed for 3-5 and the emission spectra are strongly solvent dependent. DFT calculations have been carried out to explore the structure/property relationships and substituent effects.

Original languageEnglish
Pages (from-to)3792-3796
Number of pages5
JournalTetrahedron Letters
Volume55
Issue number28
DOIs
Publication statusPublished - 2014 Jul 9

Keywords

  • BODIPY
  • Dyes/pigments
  • Fluorescence
  • Stokes shift

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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