LAUSR

Two diastereoisomers (NTPH-P and NTPH-T1) as a C2-symmetric triple [5]helicene based on N-annulated triperylene hexaimide were synthesized. Aided by nuclear magnetic resonance spectroscopy (NMR) and theoretical calculations, NTPH-P was assigned to three-blade propeller conformation while NTPH-T1 tended to exhibit twisted conformation with pyrrole ring fusing on a bowl-shaped PDI foil. Characterized by circular dichroism (CD) and circular polarized luminescence (CPL) measurements, the enantiomerically pure NTPH-P exhibited fairly good chiral activities both in the absorption and emission range with dissymmetry factors ∣gabs∣ of 4.1×10−3 and ∣glum∣ of 1.2×10−3. The diastereoisomers were further employed as acceptors for organic solar cells with distinct PCEs of 8.11% and 5.24% for NTPH-P and NTPH-T1 based devices, respectively, signifying the prospects in chiroptical electronics by designing molecularly defined aromatics.