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用于阳离子的可见光响应含蔗糖大环主体

Visible-Light Responsive Sucrose-Containing Macrocyclic Host for Cations.

作者信息

Sokołowska Patrycja, Dąbrowa Kajetan, Jarosz Sławomir

机构信息

Institute of Organic Chemistry, Polish Academy of Sciences, Kasprzaka 44/52, 01-224 Warsaw, Poland.

出版信息

Org Lett. 2021 Apr 2;23(7):2687-2692. doi: 10.1021/acs.orglett.1c00590. Epub 2021 Mar 17.

DOI:10.1021/acs.orglett.1c00590
PMID:33729804
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC8041374/
Abstract

Chiral photoresponsive host was prepared by a high-yield CsCO-templated macrocyclization. - transforms into long-lived - (25 days) upon irradiation with green light, and the backward transformation is triggered by blue light. Both isomers prefer potassium among alkali metal cations, and - binds cations stronger than - (/ ≤ 4.1). H NMR titration experiments as well as density functional theory studies reveal that sucrose ring oxygen residues and azobenzene nitrogen atoms in contribute to cation coordination.

摘要

通过高产率的 CsCO 模板大环化反应制备了手性光响应主体。在绿光照射下,- 转变为长寿命的 -(25 天),而蓝光可触发逆向转变。在碱金属阳离子中,两种异构体都优先选择钾离子,并且 - 比 - 更强烈地结合阳离子(/≤4.1)。1H NMR 滴定实验以及密度泛函理论研究表明,中的蔗糖环氧残基和偶氮苯氮原子有助于阳离子配位。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/58bc/8041374/570b2e9b2090/ol1c00590_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/58bc/8041374/dbbdce2147da/ol1c00590_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/58bc/8041374/76a8217dee1b/ol1c00590_0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/58bc/8041374/744b84692f67/ol1c00590_0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/58bc/8041374/46b68bc47281/ol1c00590_0006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/58bc/8041374/ed07680fa4da/ol1c00590_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/58bc/8041374/570b2e9b2090/ol1c00590_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/58bc/8041374/dbbdce2147da/ol1c00590_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/58bc/8041374/76a8217dee1b/ol1c00590_0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/58bc/8041374/744b84692f67/ol1c00590_0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/58bc/8041374/46b68bc47281/ol1c00590_0006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/58bc/8041374/ed07680fa4da/ol1c00590_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/58bc/8041374/570b2e9b2090/ol1c00590_0003.jpg

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本文引用的文献

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