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NMR spectra and conformational analysis of substituted 2,3-dihydro-[1,5]benzoxazepin-4(5H)-one derivatives

✍ Scribed by Jürgen Ott; Monika Hiegemann; Helmut Duddeck

Publisher
John Wiley and Sons
Year
1991
Tongue
English
Weight
248 KB
Volume
29
Category
Article
ISSN
0749-1581

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✦ Synopsis

Abstract

The ^1^H and ^13^C NMR spectra of 26 2,3‐dihydro‐[1,5]benzoxazepin‐4(5__H__)‐one derivatives and four thiono analogues are interpreted in terms of conformational equilibria. Similar to 1,3,4,5‐tetrahydro‐2__H__‐1,5‐benzodiazepin‐2‐ones, these compounds favour boat conformations of the seven‐membered ring. In the lactams the conformational energy difference is very low, whereas a difference of 0.3 kcal mol^−1^ is recorded for the thionolactams, the conformation with the quasi‐axial methyl group also being preferred.

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