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Metal-free cross-coupling of π-conjugated triazenes with unactivated arenes via photoactivation

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Abstract

Cross-coupling of aryl compounds is one of the most powerful carbon–carbon bond forming reactions available. However, the vast majority employ scarce and expensive transition metal salts, in combination with high temperatures and long reaction times. Herein, we report a new, metal-free biaryl coupling that includes photoactivation of π-conjugated triazenes, in the presence of unactivated arenes, carried out at room temperature. Key experiments and theoretical calculations, to elucidate mechanistic details of this new, direct and significantly milder synthetic approach are presented.

Graphical abstract: Metal-free cross-coupling of π-conjugated triazenes with unactivated arenes via photoactivation

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Publication details

The article was received on 29 Aug 2018, accepted on 22 Oct 2018 and first published on 22 Oct 2018


Article type: Research Article
DOI: 10.1039/C8QO00938D
Citation: Org. Chem. Front., 2018, Advance Article
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    Metal-free cross-coupling of π-conjugated triazenes with unactivated arenes via photoactivation

    E. Barragan, A. Noonikara Poyil, C. Yang, H. Wang and A. Bugarin, Org. Chem. Front., 2018, Advance Article , DOI: 10.1039/C8QO00938D

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