Synthesis, crystal packing, and ambipolar carrier transport property of twisted dibenzo[g,p]chrysenes.
A versatile method for the synthesis of dibenzo[g,p]chrysene (DBC) derivatives based on regio- and stereoselective stannyllithiation to diarylacetylenes is described. This method affords a variety of DBCs possessing both electron-donating and electron-withdrawing functional groups. These twisted molecules take brickwork packing structures in single crystals. Thus, ambipolar carrier transport properties with mobility values of up to 10(-3)  cm(2)  V(-1)  s(-1) in the amorphous state were achieved. Functional groups on DBC frameworks are considered to increase carrier mobility through the enhancement of intermolecular interactions in the brickwork packing structures.
Department of Chemistry, School of Science, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033 (Japan).
Yasuyuki
Y
Ueda
Hayato
H
Tsuji
Hideyuki
H
Tanaka
Eiichi
E
Nakamura
electron transport; fused-ring systems; polycycles; solid-state structures; synthesis design