Synthesis, Characterization, and Photophysical Properties of Triptycene-Based Chiral Organoboranes

Chiral luminescent triptycenes (HC-BN and HC-BB) functionalized with electron-donating
carbazole and electron-accepting
triarylborane were synthesized by classical Buchwald-coupling and
Suzuki-coupling reactions. The compound bearing both carbazole and
triarylborane, HC-BN, exhibits significant thermochromic
shift of the emission because of the intramolecular charge transfer
(ICT) character. Their chiral optical properties, including circular
dichroism (CD) and circularly polarized luminescence (CPL), are further
studied because of the inherent chirality of triptycene derivatives.
This work may contribute to the development of new chiral luminescent
materials based on the rigid, homoconjugated, and structurally unusual
three-dimensional triptycene scaffolds.