Acetylenic Tetrathiafulvalene Scaffolds – Intramolecular Charge‐Transfer Molecules

Abstract

AbstractTwo tetrathiafulvalene‐functionalized acetylenic scaffolds were synthesized by GlaserHay and Sonogashira coupling reactions; the one scaffold was based on a central dehydroannulene core and the other on a tetraethynylethene core. Peripheral propyl groups on the tetrathiafulvalenes ascertained solubility. The compounds are strong donoracceptor chromophores and exhibit characteristic charge‐transfer absorptions according to UV/VIS absorption spectroscopy. Furthermore, the redox properties were investigated by cyclic and differential‐pulse voltammetries. The experiments allow for a direct comparison between the acceptor strengths of the two acetylenic cores, and the conclusions are supported by electron‐affinity calculations.