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JOURNAL ARTICLE
RESEARCH SUPPORT, NON-U.S. GOV'T
Chiral Organic Cages with a Triple-Stranded Helical Structure Derived from Helicene.
Journal of the American Chemical Society 2018 Februrary 29
We report the use of helicene with an intrinsic helical molecular structure to prepare covalent organic cages via imine condensation. The organic cages revealed a [3+2]-type architecture containing a triple-stranded helical structure with three helicene units arranged in a propeller-like fashion with the framework integrally twisted. Such structural chirality was retained upon dissolution in organic solvents, as indicated by a strong diastereotopy effect in proton NMR and unique Cotton effects in circular dichroism spectra. Further study on chiral adsorption showed that the chiral organic cages possess considerable enantioselectivity toward a series of aromatic racemates.
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