Kinetic Studies of Fast Equilibrium by Means of High-Performance Liquid Chromatography. XIV. Separation of Rotamers of Phenyl Methylcarbamates and Their Rotational Energy Barriers
- 1 May 1986
- journal article
- research article
- Published by Oxford University Press (OUP) in Bulletin of the Chemical Society of Japan
- Vol. 59 (5) , 1539-1543
- https://doi.org/10.1246/bcsj.59.1539
Abstract
High-performance liquid chromatography(HPLC) of six phenyl methylcarbamates at low column temperatures on normal phase chromatography using hydroxyl-group chemically-bonded silica gel packing achieved the separation of rotamers. The population ratios of rotamers were determined for different conditions such as solvent composition and concentration. The rotational-energy barriers to intramolecularbond rotation about the carbonyl–nitrogen bonds were determined for four p-substituted phenyl methylcarbamates, and it was found that the energy barriers were higher when electron-withdrawing groups were substituted.Keywords
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