This research was supported by NSF Grant CHE07-42801. Purchase of the NMR spectrometer was made possible by NSF Grant CHE-0741968.
No Contribution of an Inductive Effect to Secondary Deuterium Isotope Effects on Acidity†
Article first published online: 24 JUN 2011
Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Angewandte Chemie International Edition
Volume 50, Issue 33, pages 7674–7676, August 8, 2011
How to Cite
Perrin, C. L. and Flach, A. (2011), No Contribution of an Inductive Effect to Secondary Deuterium Isotope Effects on Acidity. Angew. Chem. Int. Ed., 50: 7674–7676. doi: 10.1002/anie.201102125
- Issue published online: 5 AUG 2011
- Article first published online: 24 JUN 2011
- Manuscript Revised: 5 MAY 2011
- Manuscript Received: 25 MAR 2011
- NSF. Grant Numbers: CHE07-42801, CHE-0741968.
- acid–base equilibria;
- isotope effects;
- NMR spectroscopy;
Effect and cause: Secondary deuterium isotope effects on the acidity of the deuterated compounds 1–4 were measured by using an NMR titration method applicable to a mixture and capable of very high accuracy. Variable-temperature experiments show that these isotope effects are due only to changes in vibrational frequencies. These findings refute an inductive origin for these isotope effects.