Catalytic Asymmetric Synthesis of Chiral Covalent Organic Frameworks from Prochiral Monomers for Heterogeneous Asymmetric Catalysis,Journal of the American Chemical Society

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Catalytic Asymmetric Synthesis of Chiral Covalent Organic Frameworks from Prochiral Monomers for Heterogeneous Asymmetric Catalysis
Journal of the American Chemical Society ( IF 14.4 ) Pub Date : 2020-09-17 , DOI: 10.1021/jacs.0c07461
Jian-Cheng Wang ₁ , Xuan Kan ₁ , Jin-Yan Shang ₁ , Hua Qiao ₁ , Yu-Bin Dong ₁

Affiliation

Direct synthesis, post-synthetic modification and chiral induction have been recognized as three powerful methods to syn-thesize chiral covalent organic frameworks (CCOFs). However, catalytic asymmetric methodology, as the most important and effective synthetic approach to access chiral organics, has not been enabled for CCOFs synthesis thus far. Herein we report, for the first time, the construction of CCOFs from prochiral monomers via catalytic asymmetric polymerization. The obtained propargylamine-linked CCOFs can be the highly reusable chiral catalysts to promote asymmetric Michael addition reactions. The concept of catalytic asymmetric polymerization might open a new route for constructing the CCOFs that are not possible with the existing CCOF synthetic methods.

中文翻译：

用于多相不对称催化的前手性单体催化不对称合成手性共价有机骨架

直接合成、合成后修饰和手性诱导已被公认为合成手性共价有机骨架 (CCOF) 的三种有效方法。然而，作为获得手性有机物的最重要和最有效的合成方法，催化不对称方法迄今尚未用于 CCOF 的合成。在此，我们首次报道了通过催化不对称聚合从前手性单体构建 CCOF。获得的炔丙基胺连接的CCOFs可以作为高度可重复使用的手性催化剂来促进不对称迈克尔加成反应。催化不对称聚合的概念可能为构建 CCOFs 开辟了一条新途径，这是现有 CCOF 合成方法无法实现的。

更新日期：2020-09-17

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