Enantio-selective transportation of natural small chiral molecules via discrete access-controllable nanotubes based on pillararene

通过基于柱芳烃的离散访问可控纳米管对天然小手性分子进行对映选择性传输

基本信息

批准号：
21K14612
负责人：
FA SHIXIN
金额：
$ 3万
依托单位：
Kyoto University
依托单位国家：
日本
项目类别：
Grant-in-Aid for Early-Career Scientists
财政年份：
2021
资助国家：
日本
起止时间：
2021-04-01 至 2022-03-31
项目状态：
已结题

来源：
https://kaken.nii.ac.jp/en/grant/KAKENHI-PROJECT-21K14612/
关键词：
Pillar[5]arene Chirality Molecular Tube Ionic Interaction Assembly self-assemblies pillararenes artificial channels chirality nanotubes

项目摘要

Selectively transporting hydrophilic natural molecules with chirality through artificial channels is of crucial importance. However, this work is challenging due to the sophisticated molecular design and standing low efficiency. To achieve this goal, the construction of channels with chiral information is the primary task.Taking advantage of the controllable planar-chiral properties of pillar[n]arenes, we started the project with a rim-differentiated pillar[5]arene bearing stereogenic centers on one rim and benzoic acids on the other rim. An diastereomeric excess of the pillar[5]arene was produced through the host-guest interaction with achiral linear guests. The trimeric nanotubes with specific helicity and stability were synthesized through the ionic interaction of the pre-regulated rim-differentiated pillar[5]arene with an amino pillar[5]arene.Another strategy on construction of helical trimeric nanochannels was also practiced. An acidic rim-differentiated pillar[5]arene without stereogenic centers was isolated into two enantiomers firstly, and interacted with the amino pillar[5]arene to produce enantiomeric nanochannels. The constructed channels possessed pure left- and right-handed helicity.These trimeric nanotubes were expected to work as artificial channels enabling enantio-selective transportation of natural small chiral molecules, because previous work has revealed the enantio-selective recognition of pillar[5]arenes.

通过人工通道有选择地运输手性的亲水天然分子至关重要。但是，由于精致的分子设计和低效率，这项工作具有挑战性。为了实现这一目标，用手性信息构建频道是支柱[N]领域的可控平面性手续性能的主要任务，我们开始了该项目，并以一个分化的柱子[5]在另一个RIM和另一个RIM上的RIM和苯甲酸上的Arene轴承构成中心。通过与Achiral线性客人的宿主 - 环相互作用产生了柱子的非映异构体[5]芳烃。通过预先调节的边缘分化的柱[5]和氨基柱[5] Arene. Arene.其他策略构建螺旋构图纳米芯纳斯尔的其他策略，还实施了具有特异性螺旋性和稳定性的三聚纳米管。首先将无立体中心的酸性边缘分化的柱[5]芳烃分离为两个对映异构体，并与氨基柱[5]芳烃相互作用以产生对映体纳米渠道。构造的通道具有纯净的左和右手螺旋。这些三聚纳米管有望用作人工通道，从而可以对对映体选择性的小型手性分子进行对映体选择运输，因为先前的工作揭示了对柱的对映体识别柱[5]领域。