Chiral Organic Cages with a Triple-Stranded Helical Structure Derived from Helicene.
J Am Chem Soc
; 140(8): 2769-2772, 2018 02 28.
Article
em En
| MEDLINE
| ID: mdl-29421870
ABSTRACT
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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MEDLINE
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En
Ano de publicação:
2018
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Article