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PMR spectra and conformation of some four‐membered rings containing one nitrogen atom. 2‐Azetidinones, 2‐azetidinethiones and 1‐azetines
Author(s) -
Vigevani Aristide,
Gallo Gian Gualberto
Publication year - 1967
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.5570040420
Subject(s) - chemistry , geminal , vicinal , methylene , nitrogen atom , ring (chemistry) , coupling constant , chemical shift , nitrogen , crystallography , cyclohexane conformation , atom (system on chip) , stereochemistry , medicinal chemistry , computational chemistry , molecule , hydrogen bond , organic chemistry , physics , particle physics , computer science , embedded system
By PMR studies at different temperatures a planar conformation is proposed for the 2‐azetidinone, 2‐azetidinethione and 1‐azetine rings. The chemical shifts and the vicinal and geminal coupling constants of the ring methylene protons are reported and discussed. The application of the relationship between the J gem value and the angle between the methylene group and the adjacent 7r‐bond is considered.