1H Dynamic Nuclear Magnetic Resonance Study of Hindered Rotations in N-Aryl-N-benzyl Alkyl Carbamates.

Article abstract of DOI:10.1002/omr.1270210912

The NMR variable temperature behaviour of a series of N-aryl-N-benzyl alkyl carbamates was investigated.The barrier to rotation about the N-aryl bond was determined for all the compounds studied.The values obtained, which are in good agreement with those found for structurally related N-aryl-N-benzylamides, are in the range ΔG=60.7-89.6 kJ mol^-1.For some carbamates another conformational phenomenon has been observed, namely the hindered rotation about the carbonyl carbon-nitrogen bond, with a barrier to rotation corresponding to reported values for similar systems.