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≠ = 60.7‐89.6kJ 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.

H-1 dynamic nuclear magnetic-resonance study of hindered rotations in N-aryl-N-benzyl alkyl carbanamates / S. Julia', A. Ginebreda, P. Sala, M. Sancho, R. Annunziata, F. Cozzi. - In: ORGANIC MAGNETIC RESONANCE. - ISSN 0030-4921. - 21:9(1983), pp. 573-575.

H-1 dynamic nuclear magnetic-resonance study of hindered rotations in N-aryl-N-benzyl alkyl carbanamates

R. Annunziata
Penultimo
;
F. Cozzi
Ultimo
1983

Abstract

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≠ = 60.7‐89.6kJ 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.
Settore CHIM/06 - Chimica Organica
Article (author)
File in questo prodotto:
Non ci sono file associati a questo prodotto.
Pubblicazioni consigliate

Caricamento pubblicazioni consigliate

I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.

Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/2434/185047
Citazioni
  • ???jsp.display-item.citation.pmc??? ND
  • Scopus 9
  • ???jsp.display-item.citation.isi??? 9
social impact