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Interconversion of stereolabile meso and racemic diastereoisomers of hindered 1,4-diacylnaphthalenes
- Source :
- Journal of Organic Chemistry. July 24, 1998, Vol. 63 Issue 15, p4991, 5 p.
- Publication Year :
- 1998
-
Abstract
- Derivatives of 1,4-diacylnaphthalenes were examined to determine the relationship between the dimension of the carbonyl-bonded alkyl groups and the interconversion barriers. Structural assignment was made possible by observing the conformer ratio at equilibrium with respect to the solvent polarity. For the bulky tert-butyl derivative, both isomers were isolated at low temperature and, by using X-ray data, the solid-state assignment was transferred to solution nuclear magnetic resonance signals under nonequilibrium conditions.
Details
- ISSN :
- 00223263
- Volume :
- 63
- Issue :
- 15
- Database :
- Gale General OneFile
- Journal :
- Journal of Organic Chemistry
- Publication Type :
- Academic Journal
- Accession number :
- edsgcl.21059798