Fully Bridged Triphenylamines Comprising Five‐ and Seven‐Membered Rings
Ina Michalsky, Viktoria Gensch, Christian Walla, Marvin Hoffmann, Frank Röminger, Τ. Oeser, Petra Tegeder, Andreas Dreuw, Milan Kivala
Abstract
A family of fully bridged triphenylamines with embedded 5- and 7-membered rings is presented. The compounds are potent electron donors capable to undergo donor/acceptor interactions with strong cyano-based acceptors both in the solid state and solution. These interactions were evaluated by IR and UV/vis spectroscopy as well as X-ray crystallography. The vinylene-bridged compound was oxidized to the corresponding 1,2-diketone which readily underwent acid-catalyzed condensation with selected 1,2-phenylenediamines. The resulting π-extended quinoxaline derivatives represent valuable building blocks for the development of functional chromophores upon appropriate functionalization.