Bisalkynylated 3,6-diiminocyclohexa-1,4-diene-1,4-diamine

Reduction of bis(benzothiadiazole) by LiAlH4/CuI gives diethynylated diaminobenzoquinoneimine. This building block accesses novel targets in a one-step condensation reaction with different orthoquinones, resulting in unexpected rearrangement products. The compounds are characterized by their photophysical and electrochemical data as well as quantum chemical calculations.