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紫外线促进醇类的“无金属”/“无添加剂”氧化:探究醇类作为电子供体的作用。

UV light promoted 'Metal'/'Additive'-free oxidation of alcohols: investigating the role of alcohols as electron donors.

作者信息

Walia Preet Kamal, Sharma Manik, Kumar Manoj, Bhalla Vandana

机构信息

Department of Chemistry, UGC Sponsored Centre for Advanced Studies-II, Guru Nanak Dev University Amritsar-143005 Punjab India

出版信息

RSC Adv. 2019 Nov 6;9(62):36198-36203. doi: 10.1039/c9ra06490g. eCollection 2019 Nov 4.

Abstract

UV light promoted selective oxidation of primary and secondary alcohols has been demonstrated under 'metal-free' and 'additive-free' conditions. Under the optimized conditions, a variety of aromatic, heteroaromatic, and alicyclic alcohols have been examined for their transformations to the corresponding carbonyl compounds. The mechanistic studies emphasize the important role of substrate (alcohol) and solvent (DMSO) in the generation of superoxide radical which is a vital intermediate for the transformation. This study also highlights the role of air as the oxidant in the oxidation process. Further, the practical application of the strategy has also been demonstrated for the oxidation of the alcoholic moiety in cholesterol.

摘要

紫外光促进的伯醇和仲醇的选择性氧化已在“无金属”和“无添加剂”条件下得到证实。在优化条件下,已对多种芳香族、杂芳香族和脂环族醇向相应羰基化合物的转化进行了研究。机理研究强调了底物(醇)和溶剂(二甲基亚砜)在超氧自由基生成中的重要作用,超氧自由基是该转化过程中的关键中间体。该研究还突出了空气在氧化过程中作为氧化剂的作用。此外,该策略在胆固醇中醇部分氧化的实际应用也得到了证实。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d754/9074950/0ebc56127f59/c9ra06490g-f1.jpg

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