Dyads and Triads of Boron Difluoride Formazanate and Boron Difluoride Dipyrromethene Dyes
Francis L. Buguis, Nathan Sung Yuan Hsu, Sofia A. Sirohey, Matheus Coelho Adam, Lyudmila V. Goncharova, Joe B. Gilroy
Abstract
Abstract Dye‐dye conjugates have attracted significant interest for their utility in applications such as bioimaging, theranostics, and light‐harvesting. Many classes of organic dyes have been employed in this regard; however, building blocks don't typically extend beyond small chromophores. This can lead to minor changes to the optoelectronic properties of the original dye. The exploration of dye–dye structures is impeded by long synthetic routes, incompatible synthetic conditions, or a mismatch of the desired properties. Here, we present the first‐of‐their‐kind dye‐dye conjugates of boron difluoride complexes of formazanate and dipyrromethene ligands. These conjugates exhibit dual photoluminescence bands that reach the near‐infrared spectral region and implicate anti‐Kasha processes. Cyclic voltammetry experiments revealed the generation of polyanionic species that can reversibly tolerate the uptake of up to 6 electrons. Ultimately, we demonstrate that BF 2 formazanates can serve as a synthetically accessible platform to build upon new classes of dye‐dye conjugates.