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Synfacts 2020; 16(07): 0795
DOI: 10.1055/s-0040-1707836
DOI: 10.1055/s-0040-1707836
Metals in Synthesis
Dual-Catalyst Photoinduced Alkenylation of Alkanes and Aldehydes via C–H Activation
Cao H,
Kuang Y,
Shi X,
Wong KL,
Tan BB,
Kwan JM. C,
Liu X,
Wu J.
* National University of Singapore, Republic of Singapore, and National University of Singapore (Suzhou) Research Institute, Suzhou, P. R. of China
Photoinduced Site-Selective Alkenylation of Alkanes and Aldehydes with Aryl Alkenes.
Nat. Commun. 2020;
11
Photoinduced Site-Selective Alkenylation of Alkanes and Aldehydes with Aryl Alkenes.
Nat. Commun. 2020;
11
Further Information
Publication History
Publication Date:
17 June 2020 (online)
Significance
The authors report a site-selective photoinduced alkenylation of various alkanes and aldehydes with aryl and heteroaryl alkenes. This dehydrogenative reaction utilizes two photoactive catalysts (tetra-n-butylammonium decatungstate (TBADT) as HAT agent and Co(dmgH)(dmgH2)Cl2), which eliminates the need for an external oxidant.
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Comment
This mild alkenylation was used for the late-stage functionalization of diverse complex molecules, while still ensuring a high level of site-selectivity for the sterically most accessible and most electron-rich C–H bond. Wu and co-workers propose a mechanism that involves cooperation of the tungstate and the cobalt catalysts.
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