Nonlinear Polyfused Aromatics with Extended π‑Conjugation from Phenanthrotriphenylene, Tetracene, and Pentacene: Syntheses, Crystal Packings, and Properties

New
classes of nonlinear polyaromatics with extended conjugation
at lateral and longitudinal directions from triphenylene, tetracene,
and pentacene backbones are reported. These planar and twisted polyfused
aromatics are obtained through specific and selective multifold Scholl
reactions from predesigned polyaryls. These derivatives displayed
shifted or perfect cofacial packing motifs. Single crystals of one
derivative, phenanthro­[9,10:b]­triphenylene, were
used as p-channel materials in fabricating transistor devices, which
exhibited an average mobility of 0.38 cm2 V–1 s–1 and a maximum mobility reaching 1.15 cm2 V–1 s–1