Contorted Tetrabenzocoronene Derivatives for Single Crystal Field Effect Transistors: Correlation between Packing and Mobility

A series of contorted tetrabenzo[a,d,j,m]coronenes (TBCs) substituted with four fluoro-, chloro-, or methyl groups at 2,7,12,17-positions were synthesized and characterized. Except for the one with methyl substituents, which exhibits a shifted π–π stacking, the rest all show cofacial π–π stacking with small parallel displacements. One-dimensional growth along the stacking direction was observed in the single crystals for all derivatives. A systematic comparison of the crystal packing and the calculated electronic coupling/mobility with the measured field-effect mobility for single-crystal field-effect transistors shows a good correlation.