Synthesis of Formate Esters and Formamides Using an Au/TiO2-Catalyzed Aerobic Oxidative Coupling of Paraformaldehyde Article Swipe
Ioannis Metaxas
,
Eleni Vasilikogiannaki
,
Manolis Stratakis
·
YOU?
·
· 2017
· Open Access
·
· DOI: https://doi.org/10.3390/nano7120440
YOU?
·
· 2017
· Open Access
·
· DOI: https://doi.org/10.3390/nano7120440
A simple method for the synthesis of formate esters and formamides is presented based on the Au/TiO2-catalyzed aerobic oxidative coupling between alcohols or amines and formaldehyde. The suitable form of formaldehyde is paraformaldehyde, as cyclic trimeric 1,3,5-trioxane is inactive. The reaction proceeds via the formation of an intermediate hemiacetal or hemiaminal, respectively, followed by the Au nanoparticle-catalyzed aerobic oxidation of the intermediate. Typically, the oxidative coupling between formaldehyde (2 equiv) and amines occurs quantitatively at room temperature within 4 h, and there is no need to add a base as in analogous coupling reactions. The oxidative coupling between formaldehyde (typically 3 equiv) and alcohols is unprecedented and occurs more slowly, yet in good to excellent yields and selectivity. Minor side-products (2–12%) from the acetalization of formaldehyde by the alcohol are also formed. The catalyst is recyclable and can be reused after a simple filtration in five consecutive runs with a small loss of activity.
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Metadata
- Type
- article
- Language
- en
- Landing Page
- https://doi.org/10.3390/nano7120440
- https://www.mdpi.com/2079-4991/7/12/440/pdf?version=1513064588
- OA Status
- gold
- Cited By
- 12
- References
- 43
- Related Works
- 10
- OpenAlex ID
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All OpenAlex metadata
Raw OpenAlex JSON
- OpenAlex ID
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https://openalex.org/W2792148782Canonical identifier for this work in OpenAlex
- DOI
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https://doi.org/10.3390/nano7120440Digital Object Identifier
- Title
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Synthesis of Formate Esters and Formamides Using an Au/TiO2-Catalyzed Aerobic Oxidative Coupling of ParaformaldehydeWork title
- Type
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articleOpenAlex work type
- Language
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enPrimary language
- Publication year
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2017Year of publication
- Publication date
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2017-12-12Full publication date if available
- Authors
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Ioannis Metaxas, Eleni Vasilikogiannaki, Manolis StratakisList of authors in order
- Landing page
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https://doi.org/10.3390/nano7120440Publisher landing page
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https://www.mdpi.com/2079-4991/7/12/440/pdf?version=1513064588Direct link to full text PDF
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YesWhether a free full text is available
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goldOpen access status per OpenAlex
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https://www.mdpi.com/2079-4991/7/12/440/pdf?version=1513064588Direct OA link when available
- Concepts
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Formaldehyde, Formamides, Catalysis, Chemistry, Paraformaldehyde, Oxidative coupling of methane, Hemiaminal, Organic chemistry, Formate, Benzyl alcohol, Alcohol, Oxidative phosphorylation, BiochemistryTop concepts (fields/topics) attached by OpenAlex
- Cited by
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12Total citation count in OpenAlex
- Citations by year (recent)
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2025: 2, 2024: 4, 2023: 1, 2020: 3, 2019: 1Per-year citation counts (last 5 years)
- References (count)
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43Number of works referenced by this work
- Related works (count)
-
10Other works algorithmically related by OpenAlex
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