C(sp 3 )–H functionalizations of light hydrocarbons using decatungstate photocatalysis in flow

Author:

Laudadio Gabriele1ORCID,Deng Yuchao123ORCID,van der Wal Klaas1,Ravelli Davide4ORCID,Nuño Manuel5ORCID,Fagnoni Maurizio4ORCID,Guthrie Duncan5ORCID,Sun Yuhan23ORCID,Noël Timothy1ORCID

Affiliation:

1. Micro Flow Chemistry and Synthetic Methodology, Department of Chemical Engineering and Chemistry, Eindhoven University of Technology, Eindhoven, Netherlands.

2. School of Physical Science and Technology, ShanghaiTech University, Shanghai 201210, P. R. China.

3. Shanghai Advanced Research Institute, Chinese Academy of Sciences, Shanghai 201210, P. R. China.

4. PhotoGreen Lab, Department of Chemistry, University of Pavia, Pavia 27100, Italy.

5. Vapourtec, Fornham St Genevieve, Bury St Edmunds, Suffolk IP28 6TS, UK.

Abstract

Using hydrocarbons as reagents Adding small alkyl groups to complex molecules usually relies on alkyl halide reagents. Laudadio et al. now report a convenient method to add ethane and propane directly across conjugated olefins with no prefunctionalization or byproducts (see the Perspective by Oksdath-Mansilla). The C–H bond scission in this hydroalkylation is accomplished by a decatungstate photocatalyst that also acts as a hydrogen atom transfer agent to complete the process. The reaction, optimized under flow conditions, works with methane as well, albeit with lower efficiency. Science , this issue p. 92 ; see also p. 34

Funder

NWO VIDI

Publisher

American Association for the Advancement of Science (AAAS)

Subject

Multidisciplinary

Reference49 articles.

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