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Synfacts 2020; 16(07): 0795
DOI: 10.1055/s-0040-1707836
Metals in Synthesis
© Georg Thieme Verlag Stuttgart · New York

Dual-Catalyst Photoinduced Alkenylation of Alkanes and Aldehydes via C–H Activation

Rezensent(en):
Paul Knochel
,
Simon Graßl
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
DOI: 10.1038/s41467-020-15878-6z.
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Publikationsverlauf

Publikationsdatum:
17. Juni 2020 (online)

 
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Key words

photoredox - alkenylation - C–H activation

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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