We thank the EPSRC and Syngenta for funding.
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Communication
Exploiting Boron–Zinc Transmetallation for the Arylation of Benzyl Halides: What are the Reactive Species?†
Article first published online: 18 APR 2012
DOI: 10.1002/anie.201202219
Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Additional Information
How to Cite
Bedford, R. B., Gower, N. J., Haddow, M. F., Harvey, J. N., Nunn, J., Okopie, R. A. and Sankey, R. F. (2012), Exploiting Boron–Zinc Transmetallation for the Arylation of Benzyl Halides: What are the Reactive Species? . Angew. Chem. Int. Ed., 51: 5435–5438. doi: 10.1002/anie.201202219
- †
Publication History
- Issue published online: 23 MAY 2012
- Article first published online: 18 APR 2012
- Manuscript Received: 20 MAR 2012
Funded by
- EPSRC
- Syngenta
Keywords:
- arylation;
- benzyl halides;
- boron;
- transmetallation;
- zinc
One step Beyond: The transmetallation reactions of ArB(OH)2 and Ar3B3O3 with Et2Zn are far more complicated than previously supposed, with solvent-dependent equilibria between ArB(OY)2 at one side and [RZn(solv)3][BR4] at the other (see picture). While the role of the highly reactive organozinc cation has not been implicated before, its importance for the activation of an otherwise sluggish class of electrophiles is shown.