Light-Induced Charge Separation in Covalently Linked BODIPY-Quinone-Alkyne Dyads

Visible light-induced charge separation and directional charge transfer are cornerstones for artificial photosynthesis and the generation of solar fuels. Here, we report synthetic access to a series of noble metal-free donor-acceptor dyads based on bodipy light-absorbers and redox-active quinone/anthraquinone charge storage sites. Peripheral functionalization of the quinone/anthraquinone units with alkynes primes the dyads for integration into a range of light-harvesting systems, e. g., by Cu-catalyzed cycloadditions (CLICK chemistry) or Pd-catalyzed C-C cross-coupling reactions. Initial photophysical, electrochemical and theoretical analyses reveal the principal processes during the light-induced charge separation in the reported dyads. The synthesis of bodipy-quinone dyads and their photoinduced charge separation is reported using a complementary set of experimental and theoretical methods. Dyads feature an additional alkyne group as potential anchor group for further functionalizations, featuring electron storing or catalytic behaviors. image