Synthesis and structures of Hexa-peri-hexabenzocoronene-based triptycenes

A series of Hexa-peri-hexabenzocoronene-based triptycenes bearing mono-, di-, or tri-HBC moieties were synthesized from iodotriptycenes. Their structures were determined by NMR, MS spectra, and X-ray analysis. The planar HBC moieties displayed strong deshielding effect to triptycene scaffold, resulting in significant downfield chemical shift of the two methenyl protons. Moreover, the HBC units are well separated in the triptycene scaffold, without quenching the fluorescent properties of each HBC unit.