Efficient selective oxidation of alcohols to carbonyl compounds catalyzed by Ru-terpyridine complexes with molecular oxygen
The oxidation of alcohols with molecular oxygen is a promising approach to produce corresponding carbonyl compounds. In this work, efficient aerobic oxidation of alcohols to carbonyl compounds catalyzed by ruthenium-terpyridine [(tpy-PhCH3)RuCl3] with isobutyraldehyde as co-substrate was developed....
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Published in | Inorganic chemistry communications Vol. 112; p. 107544 |
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Main Authors | , , , |
Format | Journal Article |
Language | English |
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Elsevier B.V
01.02.2020
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Abstract | The oxidation of alcohols with molecular oxygen is a promising approach to produce corresponding carbonyl compounds. In this work, efficient aerobic oxidation of alcohols to carbonyl compounds catalyzed by ruthenium-terpyridine [(tpy-PhCH3)RuCl3] with isobutyraldehyde as co-substrate was developed. Various alcohols including primary and secondary alcohols are smoothly converted to corresponding carbonyl compounds in good yield. In a 100 times large-scale oxidation of benzyl alcohol, benzaldehyde was obtained with 92% isolated yield. Moreover, a plausible mechanism involving high-valence ruthenium species was proposed based on in situ UV–vis spectroscopy.
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•Ruthenium-terpyridine presented excellent efficiency for alcohol oxidation.•Aerobic oxidation of alcohols was carried out under mild conditions.•The catalytic protocol could be amenable to scale up. |
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AbstractList | The oxidation of alcohols with molecular oxygen is a promising approach to produce corresponding carbonyl compounds. In this work, efficient aerobic oxidation of alcohols to carbonyl compounds catalyzed by ruthenium-terpyridine [(tpy-PhCH3)RuCl3] with isobutyraldehyde as co-substrate was developed. Various alcohols including primary and secondary alcohols are smoothly converted to corresponding carbonyl compounds in good yield. In a 100 times large-scale oxidation of benzyl alcohol, benzaldehyde was obtained with 92% isolated yield. Moreover, a plausible mechanism involving high-valence ruthenium species was proposed based on in situ UV–vis spectroscopy.
[Display omitted]
•Ruthenium-terpyridine presented excellent efficiency for alcohol oxidation.•Aerobic oxidation of alcohols was carried out under mild conditions.•The catalytic protocol could be amenable to scale up. |
ArticleNumber | 107544 |
Author | Han, Qi Zhou, Xian-Tai Guo, Xiao-Xuan Ji, Hong-Bing |
Author_xml | – sequence: 1 givenname: Qi surname: Han fullname: Han, Qi organization: School of Chemical Engineering and Technology, Sun Yat-sen University, Zhuhai 519082, China – sequence: 2 givenname: Xiao-Xuan surname: Guo fullname: Guo, Xiao-Xuan organization: School of Chemical Engineering and Technology, Sun Yat-sen University, Zhuhai 519082, China – sequence: 3 givenname: Xian-Tai surname: Zhou fullname: Zhou, Xian-Tai email: zhouxtai@mail.sysu.edu.cn organization: School of Chemical Engineering and Technology, Sun Yat-sen University, Zhuhai 519082, China – sequence: 4 givenname: Hong-Bing surname: Ji fullname: Ji, Hong-Bing email: jihb@mail.sysu.edu.cn organization: Fine Chemical Industry Research Institute, the Key Laboratory of Low-carbon Chemistry & Energy Conservation of Guangdong Province, School of Chemistry, Sun Yat-sen University, Guangzhou 510275, China |
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Keywords | Mild conditions Carbonyl compounds Ruthenium-terpyridine Molecular oxygen Alcohol oxidation |
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Snippet | The oxidation of alcohols with molecular oxygen is a promising approach to produce corresponding carbonyl compounds. In this work, efficient aerobic oxidation... |
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SubjectTerms | Alcohol oxidation Carbonyl compounds Mild conditions Molecular oxygen Ruthenium-terpyridine |
Title | Efficient selective oxidation of alcohols to carbonyl compounds catalyzed by Ru-terpyridine complexes with molecular oxygen |
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