We previously reported that chiral imines at the termini of o-phenylenes will bias their number of repeat units the chiral group can be placed in the exact center of the oligomer, simplifying analysis because most conformers should be quasi-twofold symmetric (this turned out to be more complicated than expected in some cases; see below). Scheme 1 shows the synthesis of the oligomers, which is based on standard Suzuki-Miyaura couplings using Manabe's strategy for oligophenylene synthesis. Briefly, the oligomers were synthesized starting from the termini. The appropriate bromoarene was coupled with boroxarene 1 and triflated, giving trimers 2-4. The triflates were then borylated (5-7) and coupled with dimethyl 4,5-diiodophthalate to give heptamers 8-10. The imides were introduced by condensation of 8-10 with the appropriate amines. Unfortunately, attempts to grow crystals suitable for X-ray diffraction of key compounds were unsuccessful.