Fully Bridged Triphenylamines Comprising Five‐ and Seven‐Membered Rings

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.