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NMR experiments on acetals. 300 MHz spectrum and conformational aspects of the 1-aza-4,6-dioxabicyclo[3.3.0]octane system

✍ Scribed by Marc Anteunis; J. Gelan; R. Van Cauwenberghe

Publisher
John Wiley and Sons
Year
1974
Tongue
English
Weight
530 KB
Volume
6
Category
Article
ISSN
0749-1581

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✦ Synopsis

Abstract

Complete analyses of the 300 MHz ^1^H NMR spectra of 1‐aza‐4,6‐dioxabicyclo[3.3.0]octane (1a), the 5‐Me‐ (1b), and both the cis‐ and trans‐3,5‐diMe‐ derivatives (1__c__ and 1__t__), as well as most of the corresponding methiodides are reported. Spectral data suggest probable conformations to be 11 (1a, 1b and 1__c__) and 13 (1__t__), respectively. The corresponding methiodides adopt slightly different forms, having flattened NC‐2C‐3 moieties (12 for 2a, 2b and 2__c__).

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## Abstract 300 MHz spectra are obtained for cis‐, and trans‐2‐trlfluoromethyl‐4‐(chloro) methyl‐1, 3‐dioxolanes. A comparative study with other 2, 4‐disubstituted and 2, 2‐bis trifluoromethyl trisubstituted dioxolanes, allows the assignment of each of the H‐5 atoms. From the extracted spectral par