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Title: Chiral crystallization of aromatic helical foldamers via complementarities in shape and end functionalities
Authors: Li, Sam F. Y.
Zhao, Huaiqing
Ong, Wei Qiang
Zhou, Feng
Fang, Xiao
Chen, Xueyuan
Su, Haibin
Cho, Nam-Joon
Zeng, Huaqiang
Issue Date: 2012
Source: Zhao, H., Ong, W. Q., Zhou, F., Fang, X., Chen, X., Li, S. F. Y., et al. (2012). Chiral crystallization of aromatic helical foldamers via complementarities in shape and end functionalities. Chemical Science, 3(6), 2042-2046.
Series/Report no.: Chemical science
Abstract: Biomolecules such as α-helices are exclusively right-handed without contamination by their left-handed counterparts. Within the abiotic world, chiral or external perturbations have to be applied to the abiotic helical foldamers or polymers to control and bias their helical screw sense. Otherwise, it is not possible to separate racemic helical foldamers composed of achiral building blocks. By designing two complementary “sticky” groups, incorporating them into the ends of helical pentamers and taking advantage of the energetically more favored full overlap, which involves helical backbones, we succeeded in demonstrating, for the first time, a spontaneous resolution of racemic helices into their enantiopure single-handed helical forms via chiral crystallization without the use of chiral auxiliary or external stimuli.
DOI: 10.1039/c2sc20219k
Rights: © 2012 The Royal Society of Chemistry.
Fulltext Permission: none
Fulltext Availability: No Fulltext
Appears in Collections:MSE Journal Articles

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