可见光诱导的醇通过溶解分散中间体有氧氧化成醛/酮†。

IF 9.3 1区 化学 Q1 CHEMISTRY, MULTIDISCIPLINARY Green Chemistry Pub Date : 2024-06-13 DOI:10.1039/D4GC01210K
Wenlong Lei, Runze Liu, Rengui Li, Yan Liu and Can Li
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引用次数: 0

摘要

将醇选择性氧化成醛/酮是精细和大宗化学品领域的一个重要反应。然而,经典的醇氧化方法通常是在不友好的条件下进行的,或者使用的是定量氧化剂。在此,我们报告了一种巧妙的系统,该系统可在可见光照射的环境条件下,通过混合乙酸乙酯和 HBr 溶剂,在将醇有氧氧化成醛/酮的过程中实现高选择性(高达 99%)、高转化率(高达 97%)和高反应速率。实验表征和理论计算显示,溶解的分散中间产物是通过反应体系中分子间的非共价相互作用在原位自发形成的,这也是该反应具有高选择性和高活性的原因。该分散体系为醇类在可见光下高效有氧氧化成醛/酮提供了一种可行的活化方法。
本文章由计算机程序翻译,如有差异,请以英文原文为准。

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Visible-light-induced aerobic oxidation of alcohols to aldehydes/ketones via solvated dispersion intermediates†

Selective oxidation of alcohols to aldehydes/ketones is an important reaction in the fine and bulk chemicals fields. However, the classical alcohol oxidation methods are often performed under unfriendly conditions or use stoichiometric oxidants. Herein, we report an ingenious system that enables high selectivity (up to 99%) and high conversion (up to 97%) with high reaction rates in the aerobic oxidation of alcohols to aldehydes/ketones for a broad range of alcohols, proceeding smoothly via mixing the solvent ethyl acetate and HBr under ambient conditions with visible light irradiation. Experimental characterization and theoretical calculations reveal that solvated dispersion intermediates are formed spontaneously in situ through noncovalent interactions among the molecules in the reaction system, which is proposed to be the origin of the high selectivity and high activity of this reaction. The dispersion system provides a feasible activation approach for aerobic oxidation of alcohols to aldehydes/ketones with high performance under visible light.

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来源期刊
Green Chemistry
Green Chemistry 化学-化学综合
CiteScore
16.10
自引率
7.10%
发文量
677
审稿时长
1.4 months
期刊介绍: Green Chemistry is a journal that provides a unique forum for the publication of innovative research on the development of alternative green and sustainable technologies. The scope of Green Chemistry is based on the definition proposed by Anastas and Warner (Green Chemistry: Theory and Practice, P T Anastas and J C Warner, Oxford University Press, Oxford, 1998), which defines green chemistry as the utilisation of a set of principles that reduces or eliminates the use or generation of hazardous substances in the design, manufacture and application of chemical products. Green Chemistry aims to reduce the environmental impact of the chemical enterprise by developing a technology base that is inherently non-toxic to living things and the environment. The journal welcomes submissions on all aspects of research relating to this endeavor and publishes original and significant cutting-edge research that is likely to be of wide general appeal. For a work to be published, it must present a significant advance in green chemistry, including a comparison with existing methods and a demonstration of advantages over those methods.
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