Synthesis of New Sworski‐Type Dehydroannulenes: 3,4‐Benz‐1,2,5,6,8,9,12,13‐octadehydro[14]‐annulenes

An intramolecular pinacol coupling and subsequent reduction were the key steps in the construction of the 14-membered ring of dione 1. Depending on the substituent R, the new dehydroannulenes 2 (R = H, Ph, tBuC6H4, OSiMe2tBu) can be prepared by different methods. These compounds display considerable aromaticity despite only nominal stability.