Catalytic Enantioselective Synthesis and Switchable Chiroptical Property of Inherently Chiral Macrocycles,Journal of the American Chemical Society

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Catalytic Enantioselective Synthesis and Switchable Chiroptical Property of Inherently Chiral Macrocycles
Journal of the American Chemical Society ( IF 14.4 ) Pub Date : 2020-08-12 , DOI: 10.1021/jacs.0c05369
Shuo Tong ₁ , Jiang-Tao Li ₁ , Dong-Dong Liang ₁ , Yan-E Zhang ₁ , Qi-Yun Feng ₁ , Xin Zhang ₁ , Jieping Zhu ₂ , Mei-Xiang Wang ₁

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We report herein a strategy to construct enantiopure inherently chiral macrocycles, ABCD-type heteracalix[4]aromatics, through a catalytic enantioselective intramolecular C-N bond forming reaction. A chiral ligand-palladium complex was found to efficiently induce the inherent chirality of molecules during macrocyclization process with ee values up to >99%. The resulting ABCD-type heteracalix[4]aromatics displayed excellent and pH-triggered switchable electronic circular dichroism and circularly polarized luminescence properties.

中文翻译：

固有手性大环化合物的催化对映选择性合成和可切换的手性

我们在此报告了一种通过催化对映选择性分子内 CN 键形成反应构建对映纯的固有手性大环、ABCD 型杂杯 [4] 芳烃的策略。发现手性配体-钯配合物在大环化过程中有效地诱导分子的固有手性，ee 值高达 >99%。由此产生的 ABCD 型杂杯 [4] 芳烃显示出优异的和 pH 触发的可切换电子圆二色性和圆偏振发光特性。

更新日期：2020-08-12

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