7,10,14-Tri-t-butyl-3-hydroxy-1,8-bisdehydro[14]annulene

Tri- t -butyl-(β-methoxyethoxy)methoxybisdehydro[14]annulene has been prepared. Cleavage of the ether linkage to give hydroxyannulene was unsuccessful. Treatment of the methoxy analogue with iodotrimethylsilane yielded iodoketone, which gave anion of hydroxyannulene by the reaction with base. Formation of hydroxyannulene could be confirmed by NMR spectroscopy and reconversion of the anion into the methoxyannulene.