Dimeric and trimeric molecules comprising perylenediimide units conjugatively linked by phenylene, ethynylene, or a butadiynylene spacer via the bay positions were prepared. Electrochemical and photophysical characterizations showed that oligomers connected by C-C triple bond(s) exhibited effectively lowered LUMO compared to the monomer. Molecular modeling confirmed that the C-C triple bond realized efficient delocalization of frontier orbitals, while phenylene was less competent in extending the conjugation, partially due to steric interactions.
Liang H, Chen H, Fan K, Wei P, Guo X, Jin C, Zeng C, Tang C, Lai L. De novo design of a bab motif. Angewandte Chemie - International Edition [Internet]. 2009;(18):3301-3303. 访问链接