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Issue 20, 2014
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Observations on transition metal free biaryl coupling: potassium tert-butoxide alone promotes the reaction without diamine or phenanthroline catalysts

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Abstract

Biaryl coupling (often labelled ‘C–H activation’) of aromatic systems can be achieved by potassium tert-butoxide alone in the absence of any amine or bipyridine catalyst (1,10-phenanthroline or N,N′-dimethylethylenediamine being the most common), previously reported to be essential. Various mechanistic studies and observations are presented which suggest that when 1,10-phenanthroline is employed as the catalyst, the alkoxide is destroyed almost immediately.

Graphical abstract: Observations on transition metal free biaryl coupling: potassium tert-butoxide alone promotes the reaction without diamine or phenanthroline catalysts

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Publication details

The article was received on 26 Nov 2013, accepted on 13 Jan 2014 and first published on 13 Jan 2014


Article type: Communication
DOI: 10.1039/C3CC49019J
Citation: Chem. Commun., 2014,50, 2575-2578
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    Observations on transition metal free biaryl coupling: potassium tert-butoxide alone promotes the reaction without diamine or phenanthroline catalysts

    J. Cuthbertson, V. J. Gray and J. D. Wilden, Chem. Commun., 2014, 50, 2575
    DOI: 10.1039/C3CC49019J

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