Premium
Spectroscopic analysis of imidazolidines. Part II: 1 H NMR spectroscopy and conformational analysis of 1,2 and 1,3‐diarylimidazolidines
Author(s) -
Salemo Alejandra,
Buldain Graciela,
Perillo Isabel A.
Publication year - 2001
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570380407
Subject(s) - chemistry , chemical shift , crystallography , nuclear magnetic resonance spectroscopy , spectroscopy , coupling constant , stereochemistry , computational chemistry , physics , particle physics , quantum mechanics
Abstract 1 H NMR spectra of a series of 1,2 and 1,3‐diarylimidazolidines are analyzed and correlated with their conformational features. Results were interpreted on the basis of chemical shifts and coupling constants of hydrogen atoms and confirmed by ID nOe difference experiments. 1,3‐Diarylimidazolidines ( 1–7 ) show a fast inversion of the N ‐aryl nitrogen in all studied cases. 1,2‐Diaryl‐3‐methyl (or benzyl) imidazolidines ( 8–13 ) display a preferential conformation with a transoid orientation of N 3 and C 2 substituents.