Synthesis and solvatochromic fluorescence of biaryl pyrimidine nucleosides

Org Lett. 2013 May 17;15(10):2462-5. doi: 10.1021/ol400930s. Epub 2013 May 8.

Abstract

Fluorescent pyrimidine analogs containing a fused biphenyl unit were prepared in high yields using stereoselective N-glycosylation and Suzuki-Miyaura cross-coupling reactions. The resulting "push-pull" fluorophores exhibit highly solvatochromic emissions from twisted intramolecular charge-transfer (TICT) states.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Fluorescence
  • Fluorescent Dyes / chemistry*
  • Glycosylation
  • Molecular Structure
  • Pyrimidine Nucleosides / chemistry*
  • Spectrometry, Fluorescence

Substances

  • Fluorescent Dyes
  • Pyrimidine Nucleosides