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Die Struktur des Adduktes aus 3-Dimethylamino-2,2-dimethyl-2H-azirin und 3-Methyl-2,4-diphenyl-1,3-oxazolium-5-olat. Vorläufige Mitteilung

✍ Scribed by Josef Lukáč; Jost H. Bieri; Heinz Heimgartner

Publisher
John Wiley and Sons
Year
1977
Tongue
German
Weight
393 KB
Volume
60
Category
Article
ISSN
0018-019X

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✦ Synopsis

Structure of the adduct from 3‐dimethylamino‐2,2‐dimethyl‐2__H__‐azirine and 3‐methyl‐2,4‐diphenyl‐1,3‐oxazolium‐5‐olate

3‐Dimethylamino‐2,2‐dimethyl‐2__H__‐azirine (1) reacts with 3‐methyl‐2,4‐diphenyl‐1,3‐oxazolium‐5‐olate (5a) to give a 1:1 adduct (7) in a 88% yield. Its crystal structure has been determined by X‐ray analysis (direct methods) and refined with 1056 structure amplitudes to R = 0,032. The crystal system is monoclinic, space group __P__2~1~/c, with unit cell dimensions a = 10.663, b = 9,828, c = 18,592 Å, and β = 90,63°. It is obvious that 4‐dimethylamino‐5,5‐dimethyl‐2‐[α‐(N‐methyl‐benzamido)benzyliden]‐Δ^3^‐1,3‐oxazoline (7) arises from an addition of 1 to the valence‐polaromeric ketene form 5b of the mesoionic oxazolone 5a (Scheme 3).

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