化学
对映选择合成
钯
分子内力
手性(物理)
芴酮
双功能
磷化氢
轴手性
组合化学
杯芳烃
催化作用
配体(生物化学)
立体化学
有机化学
分子
夸克
Nambu–Jona Lasinio模型
芴
聚合物
受体
手征对称破缺
生物化学
物理
量子力学
作者
Yuzhen Zhang,Mengmeng Xu,Xu‐Ge Si,Jun‐Li Hou,Quan Cai
摘要
We report herein an efficient approach for the enantioselective synthesis of inherently chiral calix[4]arenes via palladium-catalyzed asymmetric intramolecular C–H arylations. Using a chiral bifunctional phosphine-carboxylate ligand, the inherent chirality on macrocyclic scaffolds was induced successfully, from which a wide range of calix[4]arenes with fluorenone motifs were obtained with good yields and excellent enantioselectivities (up to >99% ee). The synthetic utility of this method was demonstrated by diverse transformations of the products, thus substantially expanding the chemical space of chiral calix[4]arenes. Further investigations of photophysical and chiroptical properties revealed that calix[4]arenes bearing two fluorenone moieties displayed remarkable glum values (up to 0.019), highlighting the great potential of inherent chirality in the development of organic optoelectronic materials.
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