𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Nitrogen-Rich Mesoionic Compounds from 1,3-Diaryl-5-chlorotetrazolium Salts and Nitrogen Nucleophiles − Synthesis and Properties of 1,3-Diaryl-5-azidotetrazolium Salts

✍ Scribed by Shuki Araki; Kaori Yamamoto; Misako Yagi; Tomoko Inoue; Hiroyo Fukagawa; Hiromi Hattori; Hatsuo Yamamura; Masao Kawai; Yasuo Butsugan

Publisher
John Wiley and Sons
Year
1998
Tongue
English
Weight
500 KB
Volume
1998
Category
Article
ISSN
1434-193X

No coin nor oath required. For personal study only.

✦ Synopsis

Nitrogen-rich mesoions have been synthesized by the reac-give aminotetrazolium salt 9, deprotonation of which yielded the corresponding conjugate base 3. Hard nucleophiles at-tion of the 5-chloro-1,3-diaryltetrazolium salt 1 with various nitrogen nucleophiles. The reactions with aqueous ammonia tacked the tetrazolium carbon atom of 8 to give substitution products, whereas soft nucleophiles added the terminal nitro-and hydroxylamine gave tripolar mesoionic amide 2 and mesoionic hydroxylamide 4, respectively. N-Substituted and gen atom of the azido group to give addition products. Azidotetrazolium salt 8 reacted further with sodium azide to give a N,N-disubstituted hydrazines yielded the corresponding hydrazides 5, whereas N,N-diphenylhydrazine gave the rear-high yield of the tetrazol derivative 11, together with a small amount of triazene 17. The intermediacy of mesoionic car-ranged product 6. The reaction with sodium azide gave 5azidotetrazolium salt 8. The azido group of 8 was reduced to bene 19 is postulated.

📜 SIMILAR VOLUMES

New Rare Earth Metal Complexes with Nitr
New Rare Earth Metal Complexes with Nitrogen-Rich Ligands: 5,5′-Bitetrazolate and 1,3-Bis(tetrazol-5-yl)triazenate—On the Borderline between Coordination and the Formation of Salt-Like Compounds
✍ Patrick J. Eulgem; Axel Klein; Nicola Maggiarosa; Dieter Naumann; Roland W. H. P 📂 Article 📅 2008 🏛 John Wiley and Sons 🌐 English ⚖ 412 KB

## Abstract From the two nitrogen‐rich ligands BT^2−^ (BT=5,5′‐bitetrazole) and BTT^3−^ (BTT=1,3‐bis(1__H__‐tetrazol‐5‐yl)triazene), a series of novel rare earth metal complexes were synthesised. For the BT ligand, a vast number of these complexes could be structurally characterised by single‐cryst