Catalytic Enantioselective Synthesis and Switchable Chiroptical Property of Inherently Chiral Macrocycles
Catalytic Enantioselective Synthesis and Switchable Chiroptical Property of Inherently Chiral Macrocycles
复制标题
固有手性大环化合物的催化对映选择性合成和可切换手性光学性质
DOI：
10.1021/jacs.0c05369
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发表时间：
2020-08-26
影响因子：
15
通讯作者：
Wang, Mei-Xiang
中科院分区：
文献类型：
--
作者：
Tong, Shuo;Li, Jiang-Tao;Wang, Mei-Xiang
本文报道了一种通过催化的对映选择性分子内C-N键形成反应来构建对映纯的固有手性大环化合物ABCD型杂杯[4]芳烃的策略。手性配体-钯配合物在大环化过程中有效地诱导了分子的固有手性，ee值高达99%以上。所得ABCD型杂杯[4]芳烃显示出优异的pH触发可切换的电子圆二色性和圆偏振发光性质。
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 the 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.