Reactions of 3-aryl-1-(tetrazol-5′-yl)triazenes with some electrophiles: Mercury derivatives and fragmentations: A new route to aryl diazocyanides

Richard N. Butler, Declan P. Shelly

Research output: Contribution to journalArticlepeer-review

8 Citations (Scopus)

Abstract

Treatment of 3-aryl-1-(tetrazol-5′-yl)triazenes (4) with lead tetra-acetate resulted in a fragmentation to aryl diazocyanides. The triazenes (4) and their monomethyl derivatives when treated with mercuric acetate and phenylmercury hydroxide gave stable mercuri compounds with mercury bonded at N-3 and the tetrazole N-2′. The reaction of the triazenes with acetic anhydride resulted in acetylation of the triazene unit with fragmentation to aryl diazonium ions and 5-acetamidotetrazoles. These reactions are discussed and the 13C n.m.r. spectra of the products are analysed.

Original languageEnglish
Pages (from-to)1101-1105
Number of pages5
JournalJournal of the Chemical Society, Perkin Transactions 1
DOIs
Publication statusPublished - 1986
Externally publishedYes

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