远程氨基醇与 H2O 的配对电合成

IF 16.1 1区 化学 Q1 CHEMISTRY, MULTIDISCIPLINARY Angewandte Chemie International Edition Pub Date : 2024-11-13 DOI:10.1002/anie.202418277
Zhixiong Ruan, Xinyue Fang, Xinwei Hu, Quan-Xin Li, Shao-Fei Ni
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引用次数: 0

摘要

氨基醇,尤其是远缘氨基醇和肽醇,因其在生物活性化合物中的功能多样性而显得弥足珍贵。然而,传统的合成方法面临着巨大的挑战,因此电化学成为一种有吸引力的替代方法。我们开发了一种温和且具有生物兼容性的顺序配对电解策略,利用铜电催化合成了多种远端氨基醇,包括非天然肽醇。实验结果和密度泛函理论(DFT)计算都表明,水既是羟基源,也是溶剂,它能促进阴极的 Cu(I)生成 CuH,进而还原反应过程中形成的醛中间产物。
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Paired Electro-Synthesis of Remote Amino Alcohols with/in H2O
Amino alcohols, particularly remote amino alcohols and peptide alcohols, are valuable due to their functional diversity in biologically active compounds. However, traditional synthesis methods face significant challenges, making electrochemistry an attractive alternative. We have developed a mild and biocompatible sequential paired electrolysis strategy, leveraging copper-electrocatalysis to synthesize diverse remote amino alcohols, including unnatural peptide alcohols. Both experimental results and density functional theory (DFT) calculations demonstrate that water serves as both the hydroxyl source and the solvent, facilitating the generation of CuH with Cu(I) at the cathode, which in turn reduces the aldehyde intermediates formed during the reaction.
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来源期刊
CiteScore
26.60
自引率
6.60%
发文量
3549
审稿时长
1.5 months
期刊介绍: Angewandte Chemie, a journal of the German Chemical Society (GDCh), maintains a leading position among scholarly journals in general chemistry with an impressive Impact Factor of 16.6 (2022 Journal Citation Reports, Clarivate, 2023). Published weekly in a reader-friendly format, it features new articles almost every day. Established in 1887, Angewandte Chemie is a prominent chemistry journal, offering a dynamic blend of Review-type articles, Highlights, Communications, and Research Articles on a weekly basis, making it unique in the field.
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