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- W27582703 abstract "Abstract Z, E -Isomerism of the urethane bond of t-BOC-glycine was observed by 1 H- and 13 C-NMR spectroscopy at various temperatures in several solvents. The special stabilization of the Z isomer at low temperatures in CDCl 3 has been explained by intra- and intermolecular H-bond forming a 7-membered ring. Thermodynamic data have been determined for the ground state (AH°= −7 kcal/mol, Δ° = −25 Clausius) as well asfor the barrier of interconversion (ΔG° = 15·4 kcal/mole for the deuterated title compound) in CDCl 3 . The equilibrium between the Z and the E conformation is shifted towards the E conformation in more polar solvents (acetonitril-d 3 , acetone-d 6 , DMSO-d 6 ), in which cyclization of the Z conformation is not important." @default.
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- W27582703 date "1974-01-01" @default.
- W27582703 modified "2023-09-24" @default.
- W27582703 title "Zur konformation geschützter aminosäuren—I" @default.
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- W27582703 doi "https://doi.org/10.1016/s0040-4020(01)97166-2" @default.
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