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 inInorganic chemistry communications Vol. 112; p. 107544
Main Authors Han, Qi, Guo, Xiao-Xuan, Zhou, Xian-Tai, Ji, Hong-Bing
Format Journal Article
LanguageEnglish
Published Elsevier B.V 01.02.2020
Subjects
Alcohol oxidation
Carbonyl compounds
Mild conditions
Molecular oxygen
Ruthenium-terpyridine
Mild conditions
Carbonyl compounds
Ruthenium-terpyridine
Molecular oxygen
Alcohol oxidation
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Summary: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.
ISSN:1387-7003
1879-0259
DOI:10.1016/j.inoche.2019.107544