Pre-regulation of the planar chirality of pillar[5]arenes for preparing discrete chiral nanotubes |
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| Authors: | Shixin Fa Keisuke Adachi Yuuya Nagata Kouichi Egami Kenichi Kato Tomoki Ogoshi |
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| Institution: | Department of Synthetic Chemistry and Biological Chemistry, Graduate School of Engineering, Kyoto University, Katsura, Nishikyo-ku, Kyoto 615-8510 Japan.; WPI Institute for Chemical Reaction Design and Discovery, Hokkaido University, Kita 21 Nishi 10, Kita-ku, Sapporo 001-0021 Japan ; WPI Nano Life Science Institute (WPI-NanoLSI), Kanazawa University, Kakuma-machi, Kanazawa Ishikawa 920-1192 Japan |
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| Abstract: | Regulating the chirality of macrocyclic host molecules and supramolecular assemblies is crucial because chirality often plays a role in governing the properties of these systems. Herein, we describe pillar5]arene-based chiral nanotube formation via pre-regulation of the building blocks'' chirality, which is different from frequently used post-regulation strategies. The planar chirality of rim-differentiated pillar5]arenes is initially regulated by chiral awakening and further induction/inversion through stepwise achiral external stimuli. The pre-regulated chiral information is well stored in discrete nanotubes by interacting with a per-alkylamino-substituted pillar5]arene. Such pre-regulation is more efficient than post-regulating the chirality of nanotubes.Pillar5]arene-based chiral nanotube formation via pre-regulation of the building blocks'' chirality is more efficient than post-regulating the chirality of nanotubes. |
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