jo302470v_si_006.cif (20.85 kB)
C3‑Symmetrical Tribenzotriquinacene Derivatives: Optical Resolution through Cryptophane Synthesis and Supramolecular Self-Assembly into Nanotubes
dataset
posted on 2013-02-01, 00:00 authored by Tao Wang, Yu-Fei Zhang, Qin-Qing Hou, Wen-Rong Xu, Xiao-Ping Cao, Hak-Fun Chow, Dietmar KuckBased on a regioselective tris-formylation of a tribenzotriquinacene
(TBTQ) hydrocarbon, the racemic C3-symmetrical
TBTQ-trialdehyde and the corresponding TBTQ-trimethanol were synthesized
along with their C1-isomers. Conversion
of the C3-trialdehyde to three diastereomeric
TBTQ-based cryptophanes occurring in high yield enabled the preparation
of the optically pure C3-symmetrical TBTQ-trialdehydes
and the determination of their absolute configuration. The racemic C3-symmetrical TBTQ-trimethanol was found to
form several stable nanotubular aggregates in the solid state.