Synthetic Methodology for Structurally Defined and Insulated Molecular Wires Bearing Non‐centrosymmetric Conjugated Axle Components via Iterative Intramolecular Slippage,Chemistry - An Asian Journal

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Synthetic Methodology for Structurally Defined and Insulated Molecular Wires Bearing Non‐centrosymmetric Conjugated Axle Components via Iterative Intramolecular Slippage
Chemistry - An Asian Journal ( IF 3.5 ) Pub Date : 2019-01-07 , DOI: 10.1002/asia.201801706
Sheng‐Ying Chou ₁ , Hiroshi Masai ₁ , Susumu Tsuda ₂ , Jun Terao ₁

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Insulated molecular wires (IMWs) bearing non‐centrosymmetric conjugated axle components were precisely synthesized via iterative cross‐coupling reactions in organic solvents and subsequent intramolecular slippage transformation in aqueous solvents. This programmable synthetic procedure selectively afforded both insulated and uninsulated molecular wires bearing oligo(phenylene ethynylene) and permethylated α‐cyclodextrins with well‐defined conjugation lengths and supramolecular structures. High selectivity of this method was confirmed by NMR and mass spectroscopic analyses. The resultant IMWs exhibited distinct optical properties because of different conjugation lengths and insulated structures. This synthetic strategy for structurally defined IMWs bearing non‐centrosymmetric conjugated axle components could provide a platform for obtaining diverse functionalized materials useful in the fields of non‐centrosymmetric molecular machines and molecular electronics.

中文翻译：

通过迭代分子内滑移承载非中心对称共轭轴组件的结构确定和绝缘分子线的合成方法

带有非中心对称共轭轴组件的绝缘分子线（IMW）是通过有机溶剂中的迭代交叉偶联反应以及随后在水性溶剂中的分子内滑移转变而精确合成的。这种可编程的合成程序有选择地提供了带有寡聚（亚苯基乙炔）和全甲基化的α-环糊精的绝缘和非绝缘分子线，它们具有明确的共轭长度和超分子结构。通过NMR和质谱分析证实了该方法的高选择性。由于不同的共轭长度和绝缘结构，所得的IMW表现出不同的光学特性。

更新日期：2019-01-07

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