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无位点分子雏菊链的合成

Synthesis of a Station-Less Molecular Daisy Chain.

作者信息

Kress Charlotte, Häussinger Daniel, Leigh David A, Mayor Marcel

机构信息

Department of Chemistry, University of Basel, St. Johanns-Ring 19, Basel, 4056, Switzerland.

Department of Chemistry, The University of Manchester, Oxford Road, Manchester, M13 9PL, UK.

出版信息

Chemistry. 2025 Jun 12;31(33):e202501369. doi: 10.1002/chem.202501369. Epub 2025 May 12.

DOI:10.1002/chem.202501369
PMID:40299723
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC12160958/
Abstract

A daisy chain architecture without a preferred low energy arrangement of the mechanically linked components is presented. The molecular design combines a rigid-rod type oligophenylene ethynylene subunit with an oligoethylene glycol macrocycle that features a bipyridine coordination site. The daisy chain dimer was synthesized via kinetic trapping of the interlocked structure using a Cadiot-Chodkiewicz active metal template reaction. Comparison of the isolated interlocked dimer with its monomeric analogue indicates the presence of a variety of different geometries for the molecular daisy chain. The dynamic sliding motion in the daisy chain is studied by variable temperature UV-vis and nuclear magnetic resonance (NMR) spectroscopy experiments, which point to a highly mobile system even at low temperatures.

摘要

本文提出了一种没有机械连接组件的优选低能量排列的雏菊链结构。分子设计将刚性棒状亚苯基乙炔亚基与具有联吡啶配位位点的低聚乙二醇大环相结合。通过使用卡迪奥 - 乔德凯维奇活性金属模板反应对互锁结构进行动力学捕获,合成了雏菊链二聚体。将分离出的互锁二聚体与其单体类似物进行比较,表明分子雏菊链存在多种不同的几何形状。通过变温紫外可见光谱和核磁共振(NMR)光谱实验研究了雏菊链中的动态滑动运动,这些实验表明即使在低温下该系统也具有高度的流动性。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/05d4/12160958/71a8dc79755f/CHEM-31-e202501369-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/05d4/12160958/df03f8fc559c/CHEM-31-e202501369-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/05d4/12160958/9a8b750d55e3/CHEM-31-e202501369-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/05d4/12160958/d58bdac0a45c/CHEM-31-e202501369-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/05d4/12160958/0e2617fc27f3/CHEM-31-e202501369-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/05d4/12160958/b7ae6543f325/CHEM-31-e202501369-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/05d4/12160958/4d7f7d3c0420/CHEM-31-e202501369-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/05d4/12160958/71a8dc79755f/CHEM-31-e202501369-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/05d4/12160958/df03f8fc559c/CHEM-31-e202501369-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/05d4/12160958/9a8b750d55e3/CHEM-31-e202501369-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/05d4/12160958/d58bdac0a45c/CHEM-31-e202501369-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/05d4/12160958/0e2617fc27f3/CHEM-31-e202501369-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/05d4/12160958/b7ae6543f325/CHEM-31-e202501369-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/05d4/12160958/4d7f7d3c0420/CHEM-31-e202501369-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/05d4/12160958/71a8dc79755f/CHEM-31-e202501369-g003.jpg

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本文引用的文献

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Active template synthesis.活性模板合成
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Masked alkynes for synthesis of threaded carbon chains.用于合成带螺纹碳链的掩蔽炔烃。
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Angew Chem Int Ed Engl. 2022 Mar 1;61(10):e202116897. doi: 10.1002/anie.202116897. Epub 2022 Jan 20.
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Active Metal Template Synthesis and Characterization of a Nanohoop [c2]Daisy Chain Rotaxane.活性金属模板合成及纳米环[C2]雏菊链轮烷的表征。
Chemistry. 2020 Aug 12;26(45):10205-10209. doi: 10.1002/chem.202001389. Epub 2020 Jul 13.
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Aqueous Assembly of Zwitterionic Daisy Chains.两性离子雏菊链的水相组装。
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