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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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. [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.
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
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  fullname: Guo, Xiao-Xuan
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  givenname: Xian-Tai
  surname: Zhou
  fullname: Zhou, Xian-Tai
  email: zhouxtai@mail.sysu.edu.cn
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  givenname: Hong-Bing
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  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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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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StartPage 107544
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
URI https://dx.doi.org/10.1016/j.inoche.2019.107544
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