Electrocatalytic diazidation of alkenes with modified electrodes coated by Cu nanoparticles

IF 2.2 3区 化学 Q2 CHEMISTRY, ORGANIC Tetrahedron Pub Date : 2025-02-28 DOI:10.1016/j.tet.2025.134563
Xinglei He , Xiaobin Zhu , Luyao Wang , Jingheng Li , Chunlong Yu , Ke-Yin Ye
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Abstract

Vicinal diamines are an important structural motif that has been widely used in biological, medicinal, and materials science. Transition-metal-catalyzed diazidation of alkene is a straightforward and efficient approach for vicinal diamines, which are unfavorably associated with excess oxidants and limited substrate scope for electron-deficient alkenes. Herein we report an electrocatalytic diazidation of alkenes with the electrode coated by Cu nanoparticles pyrolyzed from Cu(salen)-based metal-organic framework. This strategy is compatible with various alkenes including those electro-deficient ones. Remarkably, the modified electrode maintains high electrocatalytic activity for diazidation even after 15 cycles.

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纳米铜修饰电极对烯烃电催化重氮化反应的研究
邻二胺是一种重要的结构基序,已广泛应用于生物、医药和材料科学。过渡金属催化的烯烃重氮化反应是一种简单有效的邻二胺合成方法,但邻二胺存在氧化剂过多和底物范围有限的问题。本文报道了一种电催化烯烃重氮化反应,其电极由Cu(salen)基金属有机骨架热解而成的Cu纳米颗粒包裹。这种策略与各种烯烃兼容,包括那些缺乏电的烯烃。值得注意的是,改性电极在15次循环后仍保持高的电催化活性。
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来源期刊
Tetrahedron
Tetrahedron 化学-有机化学
CiteScore
3.90
自引率
4.80%
发文量
439
审稿时长
34 days
期刊介绍: Tetrahedron publishes full accounts of research having outstanding significance in the broad field of organic chemistry and its related disciplines, such as organic materials and bio-organic chemistry. Regular papers in Tetrahedron are expected to represent detailed accounts of an original study having substantially greater scope and details than that found in a communication, as published in Tetrahedron Letters. Tetrahedron also publishes thematic collections of papers as special issues and ''Reports'', commissioned in-depth reviews providing a comprehensive overview of a research area.
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