Subphthalocyanine-dehydro[18]annulenes

Abstract

A subphthalocyanine trimer built around a dehydro[18]annulene core was prepared. The synthesis was achieved through direct homocoupling of an ortho-diethynyl-functionalized subphthalocyanine, obtained by palladium-catalyzed cross-coupling of the corresponding diiodo-subphthalocyanine with an ethynyl derivative. The lower analogue dehydro[12]annulene did not form in these homocoupling conditions. The trimers were fully characterized and their electrochemical properties investigated.