A proton magnetic resonance study of the influence of the solvent on the rotation about the carbamate amide bond in N-(benzyloxycarbonyl)-L-proline t-butyl ester

Autor: J. M. Van Der Toorn, E. W. B. De Leer
Rok vydání: 2010
Předmět:
Zdroj: Recueil des Travaux Chimiques des Pays-Bas. 94:119-122
ISSN: 0165-0513
DOI: 10.1002/recl.19750940602
Popis: The NMR spectrum of N-(benzyloxycarbonyl)-L-proline t-butyl ester shows two t-butyl signals of slowly interconverting syn and anti rotamers. The t-butyl signals have been assigned to the syn and the anti form by using Eu(fod), as a shift reagent. The thermodynamic parameters ΔG≠, ΔH≠ and ΔS≠ for rotation about the amide bond have been determined by the method of Shanan — Atidi and Bar-Eli and by complete line shape analysis, in four solvents of different polarity. The results are discussed.
Databáze: OpenAIRE