Bidirectional switching of near IR emitting boradiazaindacene fluorophores

Deniz E., Isbasar G. C. , Bozdemir O. A. , YILDIRIM L. , Siemiarczuk A., AKKAYA E. U.

ORGANIC LETTERS, vol.10, no.16, pp.3401-3403, 2008 (Journal Indexed in SCI) identifier identifier

  • Publication Type: Article / Article
  • Volume: 10 Issue: 16
  • Publication Date: 2008
  • Doi Number: 10.1021/ol801062h
  • Title of Journal : ORGANIC LETTERS
  • Page Numbers: pp.3401-3403


Two novel distyryl-boradiazaindacene dyes with dimethylaminostyryl and pyridylethenyl substituents display opposite spectral shifts on protonation with TFA in organic solvents. This bidirectional switching of the dyes can be shown to be directly related to ICT donor and acceptor characteristics of the substituents attached to the BODIPY core. The observed spectral response of these dyes could be very useful in the design of novel NIR fluorescent ratiometric probes for pH.