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.As evidenced by the number of recent reviews, 1 there has been increased interest in the derivatization of BODIPY dyes 2 and their applications 3 in recent years. Part of this interest is focused on finding novel strategies 2a,b,e,4,5 to push the absorption and emission wavelengths further into the red. The parent dye is a green-emitting fluorophore, comparable to fluorescein; however, with structural modifications, the chromophore can be transformed into a red-to near-IRemitting dye.In this report, we disclose our attempts to shift the dye's working range of wavelengths into red, by extending the conjugation on the 2,6-axis through iterative Sonogashira couplings, yielding the first examples of oligomeric BODIPY dyes. The synthesis plan is shown in Scheme 1. From the very start, we realized that as the BODIPY chain is extended, solubility is likely to become an issue. † Middle East Technical University. ‡ Bilkent University.(1) Recent reviews on BODIPY dyes:(a) Ulrich, G.; Ziessel, R.; Harriman, A. Angew. Chem., Int. Ed. 2008, 47, 1184-1201 Ulrich, G.; Harriman, A. New J. Chem. 2007, 31, 496-501