We thank the EPSRC and Syngenta for funding.
Exploiting Boron–Zinc Transmetallation for the Arylation of Benzyl Halides: What are the Reactive Species?†
Article first published online: 18 APR 2012
Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Angewandte Chemie International Edition
Volume 51, Issue 22, pages 5435–5438, May 29, 2012
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
- Issue published online: 23 MAY 2012
- Article first published online: 18 APR 2012
- Manuscript Received: 20 MAR 2012
- benzyl halides;
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.