Photoswitchable Chiral Cation-Binding Catalyst: Photocontrol of Catalytic Activity on Enantioselective Aminal Synthesis,Organic Letters

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Photoswitchable Chiral Cation-Binding Catalyst: Photocontrol of Catalytic Activity on Enantioselective Aminal Synthesis
Organic Letters ( IF 4.9 ) Pub Date : 2022-03-30 , DOI: 10.1021/acs.orglett.2c00741
Chandu G Krishnan ₁ , Masaru Kondo ₂ , Kento Nakamura ₁ , Hiroaki Sasai ₁ , Shinobu Takizawa ₁

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Design of a suitable photoswitchable chiral cation-binding cage for the synthesis of optically active aminals was established using the azobenzene-BINOL hybrid oligoethylene glycol (ABOEG) through E/Z isomerization of the azobenzene unit. Under photoirradiation, both the catalytic activity and enantioselectivity of the generating (Z)-ABOEG are enhanced, in contrast to that of (E)-ABOEG, which can be attributed to the geometrically distinct coordination behavior between the metal cation and the oligoethylene glycols.

中文翻译：

光可切换手性阳离子结合催化剂：对映选择性氨基合成催化活性的光控制

使用偶氮苯-BINOL杂化低聚乙二醇（ABOEG）通过偶氮苯单元的E / Z异构化，设计了一种合适的光可切换手性阳离子结合笼，用于合成光学活性缩醛胺。与 ( E )-ABOEG 相比，在光辐照下，生成 ( Z )-ABOEG 的催化活性和对映选择性均增强，这可归因于金属阳离子和低聚乙二醇之间几何上不同的配位行为。

更新日期：2022-03-30

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