TY - JOUR
T1 - Reactions of 3-aryl-1-(tetrazol-5′-yl)triazenes with some electrophiles
T2 - Mercury derivatives and fragmentations: A new route to aryl diazocyanides
AU - Butler, Richard N.
AU - Shelly, Declan P.
PY - 1986
Y1 - 1986
N2 - 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.
AB - 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.
UR - http://www.scopus.com/inward/record.url?scp=37049073305&partnerID=8YFLogxK
U2 - 10.1039/P19860001101
DO - 10.1039/P19860001101
M3 - Article
AN - SCOPUS:37049073305
SN - 1470-4358
SP - 1101
EP - 1105
JO - Journal of the Chemical Society, Perkin Transactions 1
JF - Journal of the Chemical Society, Perkin Transactions 1
ER -