UPMC Univ Paris 06, UMR 7610, Chimie des Polymères, 75005, Paris, France.
Chemistry. 2010 Jan 4;16(1):173-7. doi: 10.1002/chem.200902399.
Amplification of chirality has been reported in polymeric systems. It has also been shown that related effects can occur in polymer-like dynamic supramolecular aggregates, if a subtle balance between noncovalent interactions allows the coupling between a chiral information and a cooperative aggregation process. In this context, we report a strong majority-rules effect in the formation of chiral dynamic nanotubes from chiral bisurea monomers. Furthermore, similar helical nanotubes (with the same circular dichroism signature) can be obtained from racemic monomers in a chiral solvent. Competition experiments reveal the relative strength of the helical bias induced by the chiral monomer or by the chiral solvent. The nanotube handedness is imposed by the monomer chirality, whatever the solvent chirality. However, the chirality of the solvent has a significant effect on the degree of chiral induction.
手性放大在聚合体系中已有报道。如果非共价相互作用之间存在微妙的平衡,可以允许手性信息与协同聚集过程之间发生耦合,那么类似的相关效应也可以在类聚合物的动态超分子聚集体中发生。在这方面,我们报告了手性双脲单体形成手性动态纳米管过程中强烈的多数规则效应。此外,在手性溶剂中,外消旋单体也可以得到具有相同圆二色性特征的类似螺旋纳米管。竞争实验揭示了手性单体或手性溶剂诱导螺旋偏差的相对强度。无论溶剂手性如何,纳米管的手性都是由单体手性决定的。然而,溶剂的手性对手性诱导的程度有显著影响。