Access to Functionalized Pyrenes, Peropyrenes, Terropyrenes, and Quarterropyrenes via Reductive Aromatization

Abb.: Wiley-VCH

Pyrene has extensively been studied as archetypical fluorophor by synthesis and photophysical research groups. Much less was known for its higher homologues, so called ropyrenes. We developed a modular synthesis strategy building up their molecular backbones and furnishing the target dyes including an unprecedented quarteropyrene via a reductive aromatization step. This series of ropyrene silylethers was systematically studied by XRD, UV-Vis- and fluorescence spectroscopy as well as cyclovoltammetry and (TD-)DFT calculations correlating physical properties and frontier orbitals with their size.

Veröffentlichung: Access to functionalized Pyrenes, Peropyrenes, Terropyrenes and Quarterropyrenes via Reductive Aromatization.
S. Werner, T. Vollgraff, J. Sundermeyer, Angew. Chem. Int. Ed. 2021, 60, 13631–13635; Angew. Chem. 2021, 133, 13743–13748. DOI: 10.1002/anie.202100686; DOI: 10.1002/ange.202100686