A palate of fluorescent corannulene derivatives: synthesis, spectroscopic properties, and bio-imaging application.

Reported here is a palate of fluorescent corannulene derivatives suitable for cellular imaging. They are derived from "tagging" corannulene with known fluorophores. The tagged corannulenes display strong fluorescence (φF > 0.25 in MeOH), good photostability and long emission wavelength (500 nm to 600 nm). Cell staining experiments indicate that several of them have excellent cell membrane permeability and targeting ability. In addition, we have found an unexpected, highly efficient energy transfer from corannulene to the pendant fluorophore. This has implications for many areas of corannulene research.