The fulgides represent an important class of compounds that have been shown to undergo light-induced ring-opening and -closing states with high photochemical stabilities. We have been interested in the incorporation of this class of photochromic compounds into n- and p-type materials with interesting photochemical properties. This paper will discuss the bromination of 3-methylindole followed by a Stobbe condensation reaction yielded 2-acetyl-3-methyl-6-bromoindole (1). The fulgide switch was synthesized via coupling between the intermediate 1 and diethyl isopropylidene succinate. Finally the fulgide moiety was coupled to 2-bromo-7,7-dioctylfluorene. The synthesis and characterization of the product will be discussed as well as its luminescent properties.

Interesting luminescent properties of a Suzuki coupled fulgide switch

245th National Meeting (2013)

The official archive and repository for all ACS Meetings & Expositions abstracts and select posters or presentations.