Issue 14, 1984

Nitrous oxide as a nucleophile in the formation of a new reactive intermediate from benzyl cations in the solvolysis of benzyl azoxytosylate

Abstract

Rate and product analytical results of solvolysis of benzyl azoxytosylate in 1 : 1 (v/v) trifluoroethanol: water require two product-forming routes: one involves a long-lived intermediate (formed from benzyl cations and nitrous oxide) which is trappable by dilute nucleophiles and bases; the other involves either a very short-lived intermediate (the benzyl cation) which is not capable of being intercepted by solutes, or no intermediate at all.

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1984, 944-946

Nitrous oxide as a nucleophile in the formation of a new reactive intermediate from benzyl cations in the solvolysis of benzyl azoxytosylate

H. Maskill and W. P. Jencks, J. Chem. Soc., Chem. Commun., 1984, 944 DOI: 10.1039/C39840000944

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