Theoretical Design of π-Conjugated Heteropolycyclic Compounds Containing a Tricoordinated Boron Center

Heteropolycyclic compounds have been emerging as promising materials for electronic organic devices. In this context, structural features and charge transport properties of triarylborane 1, which was experimentally synthesized, and its derivatives 2 – 5 are investigated using ab initio calculations. The FMO energy levels predicted by using the SMD/IEF-PCM solvation model reveal that all compounds 1 – 5 have high oxidation stability. Triarylborane 1 possesses good hole and electron transport characters with hole mobility of 2.97 × 10 –2 cm 2 V –1 s –1 and electron mobility of 1.96 cm 2 V –1 s –1 . Substitution of −C(CH 3 ) 2 groups of 1 by functional groups of −NH, −O and −S reduces reorganization energies for hole and increases rates of hole hopping and lowers energy barriers for gold electrode of derivatives 3 – 5 . On the basis of the predicted results, we suggest that these compounds 1 – 5 are good candidates for efficient p-type semiconductors.