Stereochemical study of the sterically crowded phenylselanylalkenes by means of 77Se1H spin–spin coupling constants
Article first published online: 5 AUG 2011
Copyright © 2011 John Wiley & Sons, Ltd.
Magnetic Resonance in Chemistry
Volume 49, Issue 9, pages 570–574, September 2011
How to Cite
Rusakov, Y. Yu., Krivdin, L. B., Orlov, N. V. and Ananikov, V. P. (2011), Stereochemical study of the sterically crowded phenylselanylalkenes by means of 77Se1H spin–spin coupling constants. Magn. Reson. Chem., 49: 570–574. doi: 10.1002/mrc.2784
- Issue published online: 22 AUG 2011
- Article first published online: 5 AUG 2011
- Manuscript Accepted: 30 MAY 2011
- Manuscript Received: 23 MAR 2011
- Russian Foundation for Basic Research. Grant Number: 11-03-0002
- 77Se1H spin–spin coupling constants;
- stereochemical analysis;
- sterically crowded phenylselanylalkenes
Stereochemical study of five sterically crowded phenylselanylalkenes obtained via the hydroselenation of either terminal or internal alkynes with benzeneselenol catalyzed by the nanosized Ni complexes has been carried out based on the experimental HMBC measurements and theoretical second order palarization propagator approach (SOPPA) calculations of their 77Se1H spin–spin coupling constants across double bond in combination with the energy-based theoretical conformational analysis performed at the MP2/6-311G** level. It has been found that studied phenylselanylalkenes adopt mainly skewed s-cis conformation with the noticeable out-of-plane deviations of the phenylselanyl and phenyl groups. Copyright © 2011 John Wiley & Sons, Ltd.