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A simple method for deoxygenation of amine oxides to amines free from precious metals and undesirable reductants: Photocatalytic reaction in alcohol suspensions of TiO2 under solar light
Applied Catalysis A: General ( IF 4.7 ) Pub Date : 2020-01-07 , DOI: 10.1016/j.apcata.2020.117412
Makoto Fukui , Atsuhiro Tanaka , Hiroshi Kominami

Deoxygenation of amine oxides to corresponding amines is one of the important reactions in the fields of organic chemistry, biochemistry and medical chemistry. Since this reaction generally requires undesired hydrogen sources (reductants) and harsh conditions such as high temperatures and high pressure, a simpler and safe catalytic reaction system working under milder conditions is highly desired. A very simple method for deoxygenation of amine oxides to corresponding amines, i.e., photocatalytic reaction in an alcohol suspension of titanium(IV) oxide (TiO2) without any other elements, is desired in this paper. Photocatalytic deoxygenation of amine oxides occurred at room temperature and under atmospheric pressure with an alcohol acting as a hydrogen donor. We report variations of this reaction system including variation in substrates (amine oxides) and alcohols and the effects of reaction conditions (amine oxide concentration, reaction temperature and light sources) on deoxygenation. The characteristic of this reaction system, i.e., a thermal acceleration effect, is discussed in detail on the basis of results of physicochemical analysis. Finally, we show that this reaction proceeds under solar light even under a static condition (without stirring of the suspension).



中文翻译:

一种简单的方法,将氧化胺氧化为不含贵金属和不需要的还原剂的胺:在太阳光下TiO 2的醇悬浮液中的光催化反应

氧化胺氧化为相应的胺是有机化学,生物化学和医学化学领域的重要反应之一。由于该反应通常需要不期望的氢源(还原剂)和苛刻的条件,例如高温和高压,因此非常需要在较温和的条件下工作的更简单和安全的催化反应系统。一种非常简单的方法,将氧化胺氧化为相应的胺,即在氧化钛(IV)(TiO 2)的醇悬浮液中进行光催化反应),而不需要其他任何元素。在室温和大气压下,以醇作为氢供体,发生氧化胺的光催化脱氧反应。我们报道了该反应体系的变化,包括底物(氧化胺)和醇的变化以及反应条件(氧化胺浓度,反应温度和光源)对脱氧的影响。根据理化分析的结果,详细讨论了该反应系统的特性,即热加速作用。最后,我们表明即使在静态条件下(没有搅拌悬浮液),该反应也会在太阳光下进行。

更新日期:2020-01-07
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