Construction of a quinoline-4-carboxylic ester linked covalent organic framework via Doebner–von Miller reaction

Construction of a quinoline-4-carboxylic ester linked covalent organic framework via Doebner–von Miller reaction

The irreversible locking of reversible imine linkages in COFs into quinoline-4-carboxylic esters has been achieved for the first time through the Doebner–von Miller reaction. The high conversion efficiency and broad scope were demonstrated by synthesizing four quinoline-4-carboxylic ester-linked COF...

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Veröffentlicht in:New journal of chemistry 2024-10, Vol.48 (41), p.17696-17699
Hauptverfasser: Tong, Yuxing, Wang, Ziwei, Liu, Ben, Wan, Chao, Xu, Cheng, Pang, Huaji, Huang, Dekang, Zheng, Wenlong, Xiang, Yonggang
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Chemical synthesis
Esters
High temperature
Menthol
Quinoline
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container_end_page 17699
container_issue 41
container_start_page 17696
container_title New journal of chemistry
container_volume 48
creator Tong, Yuxing
Wang, Ziwei
Liu, Ben
Wan, Chao
Xu, Cheng
Pang, Huaji
Huang, Dekang
Zheng, Wenlong
Xiang, Yonggang
description The irreversible locking of reversible imine linkages in COFs into quinoline-4-carboxylic esters has been achieved for the first time through the Doebner–von Miller reaction. The high conversion efficiency and broad scope were demonstrated by synthesizing four quinoline-4-carboxylic ester-linked COFs (QCE-COFs). Subsequently, this approach was applied to create the chiral QCE-COF-Men containing l -menthol. Remarkably, QCE-COF-Men was found to release the flavorant l -menthol at elevated temperature by cleaving the weak ester bond without destroying the quinoline skeleton.
doi_str_mv 10.1039/D4NJ03063J
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source Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection
subjects Chemical synthesis
Esters
High temperature
Menthol
Quinoline
title Construction of a quinoline-4-carboxylic ester linked covalent organic framework via Doebner–von Miller reaction
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