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A 13 C NMR investigation of restricted rotation and dimerization in p ‐substituted nitrosobenzenes
Author(s) -
Cox Richard H.,
Hamada Masao
Publication year - 1979
Publication title -
organic magnetic resonance
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.483
H-Index - 72
eISSN - 1097-458X
pISSN - 0030-4921
DOI - 10.1002/mrc.1270120515
Subject(s) - substituent , internal rotation , rotation (mathematics) , chemistry , resonance (particle physics) , crystallography , carbon 13 nmr , stereochemistry , nuclear magnetic resonance , physics , atomic physics , mathematics , geometry , mechanical engineering , engineering
The barrier to internal rotation in a series of p ‐substituted nitrosobenzenes has been determined by means of variable temperature 13 C NMR. Substituent (X) effects on the barrier are similar to those observed for acetophenones and benzaldehydes. In addition, dimerization of the nitrosobenzenes was observed at low temperature for X = CH 3 , CI and H. The barrier height is discussed in terms of contributions from resonance effects.