Generous financial support by Fonds der Chemischen Industrie (Kekulé scholarship to C.L.) is gratefully acknowledged.
Dimerization of the Allylzinc Cation: Selective Coupling of Allyl Anions in a Metallo-Ene Reaction†
Article first published online: 3 JUL 2012
Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Angewandte Chemie International Edition
Volume 51, Issue 32, pages 8101–8105, August 6, 2012
How to Cite
Lichtenberg, C., Spaniol, T. P. and Okuda, J. (2012), Dimerization of the Allylzinc Cation: Selective Coupling of Allyl Anions in a Metallo-Ene Reaction. Angew. Chem. Int. Ed., 51: 8101–8105. doi: 10.1002/anie.201203698
- Issue published online: 1 AUG 2012
- Article first published online: 3 JUL 2012
- Manuscript Received: 13 MAY 2012
- Fonds der Chemischen Industrie
- allylzinc monocation;
- Lewis acids;
- metallo-ene reaction
Metal assistance: Dimerization of the allylzinc monocation gives the dimetalated coupling product in quantitative yield (see scheme). Kinetic and thermodynamic parameters of this reversible metallo-ene reaction have been determined. This reaction serves as a model system for the alkali-metal catalyzed production of 4-methylpentene.