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首页> 外文期刊>Chemistry: A European journal >Versatile Dynamic Covalent Assemblies for Probing p-Stacking and Chirality Induction from Homotopic Faces
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Versatile Dynamic Covalent Assemblies for Probing p-Stacking and Chirality Induction from Homotopic Faces

机译：用于探测同型面孔的P堆叠和手性诱导的多功能动态的共价组装

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摘要

Herein we report for the first time the use of dynamic covalent reactions (DCRs) for building a π-stacking model system and further quantifying its substituent effects (SEs), which remain a topic of debate despite the rich history of stacking. A general DCR between 10-methylacridinium ion and primary amines was discovered, in which π-stacking played a stabilizing role. Facile quantification of SEs with in situ competing π-stacking systems was next achieved in the form of amine exchange exhibiting structural diversity by simply varying components. The linear correlation with σm in Hammett plots indicates the dominance of purely electrostatic SEs, and the additivity of SEs is in line with the direct interaction model. With α-chiral amines π-stacking within the adduct enabled chirality transfer from homotopic faces. The strategy of dynamic covalent assembly should be appealing to future research of probing weak interactions and manipulating chirality.
机译：在此，我们首次报告使用动态共价反应（DCR）来建立π堆叠模型系统并进一步量化其取代基效应（SES），尽管堆叠丰富的历史历史悠久，但仍然是争论的主题。 发现了10-甲基丙啶离子和伯胺之间的一般DCR，其中π堆叠起到了稳定的作用。 接下来，通过简单地改变组分，以胺交换的形式实现具有原位竞争π堆叠系统的SES的体积化。 Hammett图中与ΣM的线性相关表示纯静电SE的优势，SES的增量与直接相互作用模型一致。 在加合物内堆叠的α-手性胺π堆叠能够从同型面孔的手性转移。 动态共价组装策略应呼吁探讨弱互动和操纵手性的未来研究。

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  • 来源
    《Chemistry: A European journal》 |2017年第16期|共6页
  • 作者

    Hebo Ye; Yu Hai; Yulong Ren; Lei You;

  • 作者单位

    State Key Laboratory of Structural Chemistry Fujian Institute of Research on the Structure of Matter Chinese Academy of Sciences Fuzhou 350002 (P.R. China);

    State Key Laboratory of Structural Chemistry Fujian Institute of Research on the Structure of Matter Chinese Academy of Sciences Fuzhou 350002 (P.R. China);

    State Key Laboratory of Structural Chemistry Fujian Institute of Research on the Structure of Matter Chinese Academy of Sciences Fuzhou 350002 (P.R. China);

    State Key Laboratory of Structural Chemistry Fujian Institute of Research on the Structure of Matter Chinese Academy of Sciences Fuzhou 350002 (P.R. China);

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  • 原文格式 PDF
  • 正文语种 eng
  • 中图分类 应用化学;
  • 关键词

    chirality; dynamic covalent chemistry; orthogonal assembly; pi-interactions; substituent effects;

    机译：手性;动态共价化学;正交组装;pi-相互作用;取代基效应;

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