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Controlled interconversion of macrocyclic atropisomers via defined intermediates

Chemistry

Controlled interconversion of macrocyclic atropisomers via defined intermediates

X. Sun, J. Bai, et al.

Discover the intriguing world of octamethyl cyclo[4](1,3-(4,6)-dimethylbenzene)[4]((4,6-benzene)(1,3-dicarboxylate) (OC-4) and its two stable atropisomers explored by researchers Xin Sun and colleagues. This study reveals the fascinating dynamics of structural conversion and guest interactions at varying temperatures, shedding light on the unique binding properties of these molecular architectures.

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Playback language: English
Abstract
This paper presents a macrocycle, octamethyl cyclo[4](1,3-(4,6)-dimethylbenzene)[4]((4,6-benzene)(1,3-dicarboxylate) (OC-4), existing as two stable atropisomers (*C*<sub>2v</sub>-OC-4 and *C*<sub>4h</sub>-OC-4) at 298 K. Heating facilitates stepwise conversion of *C*<sub>4h</sub> to *C*<sub>2v</sub>-OC-4 via a *C<sub>s</sub>*-symmetric intermediate (*C<sub>s</sub>*-OC-4). Hydrolysis and esterification influence this conversion. *C*<sub>4h</sub>-OC-4, unlike *C*<sub>2v</sub>-OC-4, binds linear guests and fullerenes efficiently.
Publisher
Nature Communications
Published On
Aug 02, 2024
Authors
Xin Sun, Jin-Ku Bai, Yu-Dong Yang, Ke-Lin Zhu, Jia-Qi Liang, Xin-Yue Wang, Jun-Feng Xiang, Xiang Hao, Tong-Ling Liang, Ai-Jiao Guan, Ning-Ning Wu, Han-Yuan Gong
Tags
macrocycle
atropisomers
octamethyl cyclo[4]
structural conversion
guest binding
hydrolysis
esterification
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