Phenylethynyl-BODIPY oligomers: bright dyes and fluorescent building blocks

Boradiazaindacene dyes were converted into phenylethynyl-BODIPY oligomers via a cycle of reactions, notably including Sonogashira couplings. As expected, as the number, n, of repeating units increases, peak absorption and emission wavelengths are shifted to the red end of the visible spectrum, albeit with smaller increments as n increases. Decyl groups help to keep the solubility remarkably high, and in addition to being very bright red-emitting fluorophores, their rigid rod-like structures could allow their use as functional building blocks. © 2009 American Chemical Society.