Stable planar chirality of arylated pillar [6] arene and its thermal response

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作   者：

Keisuke Wada;  Shunsuke Ohtani;  Kenichi Kato; 

作者机构：

Graduate School of Engineering;  Kyoto 615-8510;  Nishikyo-ku;  Department of Synthetic Chemistry and Biological Chemistry;  Katsura;  Kyoto University;  Japan; 

关键词：

Pillar[6] arene;  Chiral resolution;  Planar chirality;  Thermal response; 

期刊名称：

Tetrahedron letters: The International Journal for the Rapid Publication of Preliminary Communications in Organic Chemistry

i s s n：

0040-4039

年卷期：

2024 年 135 卷

页   码：

154891,2-5-

页   码：

摘   要：

Macrocyclic molecules with chirality have been studied because of their wide applications in the field of chiral recognition, chiroptical materials, and asymmetric catalysis. Planar chirality of pillar[n] arenes also contributes to many applications. Without bulky substituents, racemization occurs between pillar[n]arene enantiomers. Pillar[5]arenes with stable planar chirality have been formed by introducing bulky substituents into the pillar[5] arene rims. However, pillar [6] arene enantiomers that show stable planar chirality by introducing bulky conjugated moieties have not been reported. Herein, we report stable planar chirality of pillar[6]arene by introducing biphenyl groups into one benzene unit of pillar[6] arene. The enantiomers show thermo-responsive circular di-chroism signals without racemization.