Change search
CiteExportLink to record
Permanent link

Direct link
Cite
Citation style
  • apa
  • ieee
  • modern-language-association-8th-edition
  • vancouver
  • Other style
More styles
Language
  • de-DE
  • en-GB
  • en-US
  • fi-FI
  • nn-NO
  • nn-NB
  • sv-SE
  • Other locale
More languages
Output format
  • html
  • text
  • asciidoc
  • rtf
Mild Deoxygenation of Aromatic Ketones and Aldehydes over Pd/C Using Polymethylhydrosiloxane as the Reducing Agent
Stockholm University, Faculty of Science, Department of Organic Chemistry.
Stockholm University, Faculty of Science, Department of Organic Chemistry.
Stockholm University, Faculty of Science, Department of Materials and Environmental Chemistry (MMK).
Stockholm University, Faculty of Science, Department of Organic Chemistry.
Show others and affiliations
2015 (English)In: Angewandte Chemie International Edition, ISSN 1433-7851, E-ISSN 1521-3773, Vol. 54, no 17, 5122-5126 p.Article in journal (Refereed) Published
Abstract [en]

Herein, a practical and mild method for the deoxygenation of a wide range of benzylic aldehydes and ketones is described, which utilizes heterogeneous Pd/C as the catalyst together with the green hydride source, polymethylhydrosiloxane. The developed catalytic protocol is scalable and robust, as exemplified by the deoxygenation of ethyl vanillin, which was performed on a 30 mmol scale in an open-to-air setup using only 0.085 mol% Pd/C catalyst to furnish the corresponding deoxygenated product in 93% yield within 3 hours at room temperature. Furthermore, the Pd/C catalyst was shown to be recyclable up to 6 times without any observable decrease in efficiency and it exhibited low metal leaching under the reaction conditions.

Place, publisher, year, edition, pages
Wiley-VCH Verlagsgesellschaft, 2015. Vol. 54, no 17, 5122-5126 p.
Keyword [en]
deoxygenation, heterogeneous catalysis, ketones, palladium, silanes
National Category
Chemical Sciences
Identifiers
URN: urn:nbn:se:su:diva-117724DOI: 10.1002/anie.201411059ISI: 000354190800024OAI: oai:DiVA.org:su-117724DiVA: diva2:819157
Funder
Swedish Research CouncilBerzelii Centre EXSELENTEU, European Research CouncilKnut and Alice Wallenberg Foundation
Available from: 2015-06-10 Created: 2015-06-01 Last updated: 2017-12-04Bibliographically approved

Open Access in DiVA

No full text

Other links

Publisher's full text

Search in DiVA

By author/editor
Volkov, AlexeyGustafson, Karl P. J.Tai, Cheuk-WaiVerho, OscarBäckvall, Jan-E.Adolfsson, Hans
By organisation
Department of Organic ChemistryDepartment of Materials and Environmental Chemistry (MMK)
In the same journal
Angewandte Chemie International Edition
Chemical Sciences

Search outside of DiVA

GoogleGoogle Scholar

doi
urn-nbn

Altmetric score

doi
urn-nbn
Total: 70 hits
CiteExportLink to record
Permanent link

Direct link
Cite
Citation style
  • apa
  • ieee
  • modern-language-association-8th-edition
  • vancouver
  • Other style
More styles
Language
  • de-DE
  • en-GB
  • en-US
  • fi-FI
  • nn-NO
  • nn-NB
  • sv-SE
  • Other locale
More languages
Output format
  • html
  • text
  • asciidoc
  • rtf