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N.m.r. spectra of cyclic amines. II—Factors influencing the chemical shifts of α-protons in aziridines

✍ Scribed by Eli Breuer; Lila Somekh; Israel Ringel

Publisher
John Wiley and Sons
Year
1977
Tongue
English
Weight
472 KB
Volume
9
Category
Article
ISSN
0749-1581

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✦ Synopsis

Abstract

Proton magnetic resonance spectra of trans and cis‐2,3‐diphenylaziridine (1 and 2) and their N‐ethyl derivatives 3 and 4 were measured in carbon tetrachloride, chloroform, and benzene‐d~6~ at low temperatures (1 and 3) and in dry conditions (1 and 2). On the basis of these results it was concluded that an N‐ethyl group exerts a shielding influence on a cis ring proton and a deshielding influence on a trans ring proton. From results obtained by measuring the ^1^H n.m.r. spectra of 1–4 in deuterochlorofom‐trifluoroacetic acid it was derived that the lone pair of the aziridine nitrogen exerts a shielding influence on cis related ring hydrogens. In most N‐alkylaziridines the effect of the N‐alkyl group predominates.

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