Self-Assembly of Functionalized Twistarenes into Supramolecular Assemblies with Chiroptical Property and Photoconductive Behavior

A pair of novel chiral 1-phenylethylamine-modified twistarenes (4 and 11; compound 4 = 9,14-di-tert-butyl-7,16-diphenyl-2-(1-phenylethyl)-1H-benzo[8',9']triphenyleno[2',3':6,7]fluoreno[2,1,9-def]isoquinoline-1,3(2H)-dione) have been synthesized and characterized, and how the solvent component affects the chirality transfer of their self-assembled processes is investigated in mixtures with THF and H₂O. The ordered assembly of 11 exhibits circular dichroism response. In addition, both 11a and 11b display positive photoconducting behavior.