A two-color fluorogenic carbene complex for tagging olefins via metathesis reaction

Research output: Contribution to journalArticlepeer-review

Authors

  • Marcel Wirtz
  • Andreas Grueter
  • Florian Heib
  • Volker Huch
  • Josef Zapp
  • Michael Schmitt
  • Gregor Jung

Colleges, School and Institutes

Abstract

We describe a fluorogenic ruthenium (II) carbene complex in which the chromophore is directly connected to the metal center. The compound introduces a boron dipyrromethene (BODIPY) moiety into target double bonds by metathesis. Tagging of terminal double bonds is demonstrated on immobilized styrene units on a glass surface. We also show that two compounds with distinguishable fluorescence properties are formed in the model reaction with styrene. The outcome of the metathesis reaction is characterized by 19F-NMR, optical spectroscopy, and, finally, single-molecule trajectories. This labeling scheme, in our perception, is of particular interest in the fields of interfacial science and biorthogonal ligation in combination with super-resolution imaging.

Details

Original languageEnglish
JournalMethods and Applications in Fluorescence
Publication statusPublished - 8 Sep 2015