Polyphenylene Dendrimers: From Three‐Dimensional to Two‐Dimensional Structures

Abstract

An elegant route to aromatic hydrocarbon dendrimers, such as 1 with pentaphenylbenzene units, and to extremely large polybenzenoid hydrocarbons is based on Diels–Alder cycloadditions of 3,4-bis-[4-(triisopropylsilylethynyl)phenyl]-2, 5-diphenylcyclopenta-2,4-dienone and aromatic oligoethynyl compounds such as 3,3′,5,5′-tetraethynylbiphenyl. The type of linkage and the high packing density of the benzene rings facilitate the cyclodehydrogenation of appropriate dendrimeric subunits to yield planar disks.