Metal-Free Iodide-Assisted Reductive Deoxygenation of Alcohols Using Molecular Hydrogen

IF 2.3 4区 化学 Q3 CHEMISTRY, PHYSICAL
Haikuan Yang, Jihong Zhang, Xiang Ye, Fengying Qiu, Haiwei Jiang, Mingfeng Dong, Yang Peng
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引用次数: 0

Abstract

The deoxygenation of alcohols is an important research area in modern organic chemistry that has been studied extensively. However, a chemoselective and clean method is still desirable for the emerging large scale bio-chemicals production. Herein, we report a method for alcohols deoxygenation to alkanesusing hydrogen as the reductant assisted by iodide without metal catalyst. This method is simple and green without consume quantitative extra reagents. Substrate scope study showed that this method tolerated a broad scope of functional groups including phenyl, naphthyl and allyl alcohol derivatives. Kinetics study revealed that the C-I (formed by hydroxyl group substituted by iodide) cleavage was the rate-determining step. Mechanistic study suggested a radical mechanism for this alcohol deoxygenation reactions.

Graphical Abstract

无金属碘化物辅助醇类分子氢还原脱氧
醇的脱氧反应是现代有机化学中一个重要的研究领域,得到了广泛的研究。然而,一种化学选择性和清洁的方法仍然是新兴的大规模生化生产所需要的。本文报道了一种不用金属催化剂,以氢为还原剂,碘化物辅助,将醇脱氧成烷烃的方法。该方法简便、绿色环保,无需额外消耗定量试剂。底物范围研究表明,该方法可耐受广泛的官能团,包括苯基、萘基和烯丙醇衍生物。动力学研究表明,C-I(由碘取代的羟基形成)裂解是反应速率的决定步骤。机理研究表明,该醇脱氧反应可能存在自由基机制。图形抽象
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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来源期刊
Catalysis Letters
Catalysis Letters 化学-物理化学
CiteScore
5.70
自引率
3.60%
发文量
327
审稿时长
1 months
期刊介绍: Catalysis Letters aim is the rapid publication of outstanding and high-impact original research articles in catalysis. The scope of the journal covers a broad range of topics in all fields of both applied and theoretical catalysis, including heterogeneous, homogeneous and biocatalysis. The high-quality original research articles published in Catalysis Letters are subject to rigorous peer review. Accepted papers are published online first and subsequently in print issues. All contributions must include a graphical abstract. Manuscripts should be written in English and the responsibility lies with the authors to ensure that they are grammatically and linguistically correct. Authors for whom English is not the working language are encouraged to consider using a professional language-editing service before submitting their manuscripts.
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