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二异丙基乙胺（DIPEA）诱导的用于酰胺光催化合成的羟基活化。

DIPEA-induced activation of OH for the synthesis of amides photocatalysis.

作者信息

Wu Mei, Huang Sheng, Hou Huiqing, Lin Jie, Lin Mei, Zhou Sunying, Zheng Zhiqiang, Sun Weiming, Ke Fang

机构信息

Institute of Materia Medica, School of Pharmacy, Fujian Provincial Key Laboratory of Natural Medicine Pharmacology, Fujian Medical University Fuzhou 350122 China

Department of VIP Dental Service, School and Hospital of Stomatology, Fujian Medical University Fuzhou 350002 China.

出版信息

RSC Adv. 2022 May 16;12(23):14724-14728. doi: 10.1039/d2ra02107b. eCollection 2022 May 12.

DOI:10.1039/d2ra02107b
PMID:35702194
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9109258/
Abstract

The development of green protocols for photocatalysis where water acts as a nucleophile, induced by a weak organic base, is difficult to achieve in organic chemistry. Herein, an efficient light-mediated strategy for the synthesis of amides in which a weak organic base acts as a reductant to induce the formation of OH- from water under metal-free conditions is reported. A mechanistic study reveals that the generation of an ,-diisopropylethylamine (DIPEA) radical single electron transfer (SET), with the assistance of photocatalyst, that increases the nucleophilicity of the water molecules with respect to the cyanides is essential. Moreover, the removal rate of nitrile in wastewater can be as high as 83%, indicating that this strategy has excellent potential for nitrile degradation.

摘要

在有机化学中，由弱有机碱诱导、以水作为亲核试剂的光催化绿色反应体系的开发颇具难度。在此，我们报道了一种高效的光介导策略，用于合成酰胺，即在无金属条件下，弱有机碱作为还原剂诱导水形成OH-。机理研究表明，在光催化剂的辅助下，生成N，N-二异丙基乙胺（DIPEA）自由基并进行单电子转移（SET），从而提高水分子对氰化物的亲核性至关重要。此外，废水中腈的去除率可达83%，表明该策略在腈降解方面具有优异的潜力。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/00d3/9109258/ea594e3d663d/d2ra02107b-f4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/00d3/9109258/93fc7bb6b0a7/d2ra02107b-f1.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/00d3/9109258/ea594e3d663d/d2ra02107b-f4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/00d3/9109258/93fc7bb6b0a7/d2ra02107b-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/00d3/9109258/2d6d586e3b80/d2ra02107b-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/00d3/9109258/950b53760770/d2ra02107b-f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/00d3/9109258/6f38231c63c1/d2ra02107b-s1.jpg
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