Support for this research has been provided by the OSU Department of Chemistry and Biochemistry and Donors of the American Chemical Society Petroleum Research Fund. We thank Dr. Judith Gallucci for expert crystallographic analysis.
Chiral Silanediols in Anion-Binding Catalysis†
Article first published online: 3 SEP 2013
Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Angewandte Chemie International Edition
Volume 52, Issue 43, pages 11321–11324, October 18, 2013
How to Cite
Schafer, A. G., Wieting, J. M., Fisher, T. J. and Mattson, A. E. (2013), Chiral Silanediols in Anion-Binding Catalysis. Angew. Chem. Int. Ed., 52: 11321–11324. doi: 10.1002/anie.201305496
- Issue published online: 14 OCT 2013
- Article first published online: 3 SEP 2013
- Manuscript Received: 26 JUN 2013
- American Chemical Society Petroleum Research Fund
- hydrogen bonds;
- ion pairs;
- synthetic methods
A perfect pair: Silanediols are effective catalysts for the addition of silyl ketene acetals to N-acylisoquinolinium ions. Importantly, this is the first example of a silanediol plausibly participating in anion-binding catalysis, a relatively new direction in the field of hydrogen-bond-donor catalysis. The chiral, enantiopure C2-symmetric silanediol 1 catalyzes enantioselective transformations.