手性[2]轮烷的轴-环诱导合成策略

IF 15.6 1区化学 Q1 CHEMISTRY, MULTIDISCIPLINARY

Journal of the American Chemical Society Pub Date : 2025-10-03 DOI:10.1021/jacs.5c10122

Ranran Wang, , , Conghao Shi, , , Wang Xie, , , Yang Zhou, , , Shirong Ban, , , Guangzhou Xu, , , Juli Jiang*, , , Zhigang Ni*, , , Xiaoqi Wang, , , Xiancai Lu, , , Yong Liang, , and , Leyong Wang,

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引用次数: 0

摘要

手性轮烷由于其独特的机械连锁结构而具有独特的性质，引起了人们的广泛关注。然而，基于动态外消旋柱[5]芳烃（DMP5A）的手性轮烷的诱导构建仍然是一个未知的领域。在本研究中，我们提出了一种基于DMP5A的轴环诱导合成手性轮烷的方法。氨基酸衍生物可作为DMP5A的手性轴和手性诱导剂，实现手性[2]轮烷的非对映选择性构建。该轴循环诱导策略不仅为基于dmp5的手性轮烷提供了一种具有立体化学控制的合成方法，而且为手性固定相高效液相色谱(HPLC)-free （CSP-free）合成机械连锁分子提供了基础。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

An Axle-Cycle Induction Strategy for the Synthesis of Chiral [2]Rotaxanes

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An Axle-Cycle Induction Strategy for the Synthesis of Chiral [2]Rotaxanes

Chiral rotaxanes have attracted considerable attention due to their distinctive properties resulting from their unique mechanically interlocked structures. However, the construction of chiral rotaxanes based on the dynamic racemic pillar[5]arene (DMP5A) by induction remains uncharted territory. In this study, we provide a method for synthesizing chiral rotaxanes based on DMP5A via an axle-cycle induction strategy. Amino acid derivatives serve as both chiral axles and chiral inducers for DMP5A, enabling the diastereoselective construction of chiral [2]rotaxanes. This axle-cycle induction strategy not only offers a synthetic method for DMP5A-based chiral rotaxanes with stereochemical control but also provides a foundation for chiral stationary-phase high-performance liquid chromatography (HPLC)-free (CSP-free) synthesis of mechanically interlocked molecules.

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来源期刊

Journal of the American Chemical Society 化学-化学综合

CiteScore

24.40

自引率

6.00%

发文量

2398

审稿时长

1.6 months

期刊介绍： The flagship journal of the American Chemical Society, known as the Journal of the American Chemical Society (JACS), has been a prestigious publication since its establishment in 1879. It holds a preeminent position in the field of chemistry and related interdisciplinary sciences. JACS is committed to disseminating cutting-edge research papers, covering a wide range of topics, and encompasses approximately 19,000 pages of Articles, Communications, and Perspectives annually. With a weekly publication frequency, JACS plays a vital role in advancing the field of chemistry by providing essential research.