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Substituted 1,3,2,4-benzodithiadiazines: Novel derivatives, by-products, and intermediates

โœ Scribed by Alexander Yu. Makarov; Irina Yu. Bagryanskaya; Yuri V. Gatilov; Tatiana V. Mikhalina; Makhmut M. Shakirov; Lyudmila N. Shchegoleva; Andrey V. Zibarev

Publisher
John Wiley and Sons
Year
2001
Tongue
English
Weight
296 KB
Volume
12
Category
Article
ISSN
1042-7163

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โœฆ Synopsis

cycle. The distortion of the planar geometry of some compounds 1 is interpreted in terms of a pseudo-Jahn-Teller effect as the result of ฯ€-highest occupied molecular orbital (HOMO) ฯƒ*-(LUMO) lowest unoccupied molecular orbital + 1 mixing in a planar conformation. The 2p compound is the first structurally defined Ar-N = S = N-SiMe 3 azathiene. The compound Ar-N = S = N-S-NH-Ar 6 modeling the aforementioned intermediate has been isolated and structurally characterized. We describe the attempts to synthesize compounds 1 from 2-aminobenzenethiols and (SN) 4 and from salts 3 and Me 3 SiN 3 , and we discuss the reaction pathways.

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