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结构调控可赋予芳基-β-烯胺酮压致变色和光化学性质。

Structural tuning enables piezochromic and photochemical properties in -aryl-β-enaminones.

作者信息

Hsieh Wan-Chi, Manjappa Kiran B, Yang Ding-Yah

机构信息

Department of Chemistry, Tunghai University No. 1727, Sec. 4, Taiwan Boulevard, Xitun District Taichung 40704 Taiwan

出版信息

RSC Adv. 2019 Oct 23;9(58):34088-34094. doi: 10.1039/c9ra07598d. eCollection 2019 Oct 18.

DOI:10.1039/c9ra07598d
PMID:35528927
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9073905/
Abstract

An efficient synthesis of -aryl-β-enaminones EtN-mediated, one-pot three-component reaction of 4-hydroxycoumarin/dimedone, β-nitrostyrene/2-(2-nitrovinyl)thiophene, and arylamine in toluene under refluxed conditions is herein presented. Some prepared compounds were found to exhibit piezochromic properties. The XRD and SEM measurements of the piezochromic compound showed substantial crystal packing and morphology changes before and after grinding. Further, one prepared compound was found to be light-sensitive and can be converted to a furo[3,2-]pyridin-2(4)-one derivative upon UV irradiation. A plausible mechanism for this photochemical reaction was proposed.

摘要

一种高效合成 -芳基-β-烯胺酮的方法 本文介绍了在回流条件下,以EtN介导,4-羟基香豆素/二甲苯酮、β-硝基苯乙烯/2-(2-硝基乙烯基)噻吩和芳胺在甲苯中进行一锅三组分反应。发现一些制备的化合物具有压致变色性质。对压致变色化合物的XRD和SEM测量表明,研磨前后晶体堆积和形态发生了显著变化。此外,发现一种制备的化合物对光敏感,在紫外线照射下可转化为呋喃并[3,2-]吡啶-2(4)-酮衍生物。提出了该光化学反应的合理机制。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e84e/9073905/18e997e90f0e/c9ra07598d-s3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e84e/9073905/e2f1cb6f3cff/c9ra07598d-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e84e/9073905/f506be36ae40/c9ra07598d-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e84e/9073905/d303f60c9177/c9ra07598d-f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e84e/9073905/18e997e90f0e/c9ra07598d-s3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e84e/9073905/e2f1cb6f3cff/c9ra07598d-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e84e/9073905/f506be36ae40/c9ra07598d-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e84e/9073905/d303f60c9177/c9ra07598d-f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e84e/9073905/18e997e90f0e/c9ra07598d-s3.jpg

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