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Dihydro- und Tetrahydroderivate des 3,6-Dimethyl-1,2,4,5-tetrazins

✍ Scribed by W. Skorianetz; E. sz. Kováts

Publisher
John Wiley and Sons
Year
1972
Tongue
German
Weight
665 KB
Volume
55
Category
Article
ISSN
0018-019X

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✦ Synopsis

Abstract

The scheme 1 shows those tetrahydro‐ and dihydroderivatives of the 3,6‐dimethyl‐1,2,4,5‐tetrazine (or s‐tetrazine), 8, which are theoretically possible without considering cis‐trans isomerism, together with the reaction pathways. We did not succeed in synthetizing the 3,6‐dihydroderivative, 7, and could not isolate the 1,2‐dihydrocompound, 4, the latter being probably easily convertible to the thermodynamically more stable 1,4‐dihydro‐s‐tetrazine, 5, via their common conjugate base 4,5B. The 1,4‐dihydro‐s‐tetrazine, 5, gives with 3,6‐dimethyl‐s‐tetrazine 8, a charge transfer complex, 15. The same compounds form in acidic or basic aquious solution stable radicals, 16B and 16S. The mode of formation of these radicals and the subsequent reactions are depicted in scheme 2.

📜 SIMILAR VOLUMES

5-Imino-1,4,5,6-tetrahydro-1,2,3,4-tetra
5-Imino-1,4,5,6-tetrahydro-1,2,3,4-tetrazine aus 5-Alkyliden-4,5-dihydro-1H-tetrazolen und elektrophilen Aziden
✍ Quast, Helmut ;Regnat, Dieter ;Balthasar, Jürgen ;Banert, Klaus ;Peters, Eva-Mar 📂 Article 📅 1991 🏛 John Wiley and Sons 🌐 English ⚖ 745 KB

5‐Imino‐1,4,5,6‐tetrahydro‐1,2,3,4‐tetrazines Formed from 5‐Alkylidene‐4,5‐dihydro‐1__H__‐tetrazoles and Electrophilic Azides^1)^ The electrophilic azides 1 react with the 5‐alkylidenedihydrotetrazoles 8 already at low temperatures to produce high yields of the novel 5‐iminotetrahydro‐1,2,3,4‐tetra