Corannulene-Based Coordination Cage with Helical Bias.
Fu HuangLishuang MaYanke CheHua JiangXuebo ChenYing WangPublished in: The Journal of organic chemistry (2018)
We report here the first corannulene-based molecular cage, constructed via metal-induced self-assembly of corannulene-based ligands. In sharp contrast to those assembled via the planar π-conjugated analogues of corannulene, at ambient and elevated temperatures, the molecular cage exists as an ensemble of four stereoisomers (two pairs of enantiomers), all of which possess a D5-symmetric (regardless of the counteranions) and inherently helical structure. Decreasing the temperature shifts the equilibrium between different pairs of enantiomers. At low temperature, only one pair of enantiomers is present. Helical bias for the cage could be efficiently achieved by inducing asymmetry with enantiopure anions. When nonenantiopure anions are used, the asymmetry induction abides by the "majority rule", i.e., the major enantiomer of the chiral anions controls the bias of helical sense of the cages.
Keyphrases
- ionic liquid
- capillary electrophoresis
- air pollution
- mass spectrometry
- wastewater treatment
- photodynamic therapy
- molecular dynamics
- diabetic rats
- high glucose
- single molecule
- oxidative stress
- machine learning
- molecular docking
- magnetic resonance imaging
- drug induced
- convolutional neural network
- endothelial cells
- deep learning