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DOI: 10.1039/A703801A (Paper) Reference Section for: Chem. Commun., 1997, 1571-1572

Isotopic labelling studies of the deaminative fragmentation of N-nitrosohydroxylamines and related compounds by kinetics, millimetre-wave spectroscopy and 17O NMR spectroscopy

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Johanna Haider, M. N. Stuart Hill, Iain D. Menneer, Howard Maskill and John G. Smith

Abstract

Nitrous oxide enriched with 18O has been identified by millimetre-wave spectroscopy from the acid-induced hydrolysis of N1-(2-adamantyl)-N2-[18 O]hydroxydiazen-1-ium N1-oxide 2 which, along with 17O NMR studies and an α-deuterium kinetic isotope effect of kH/kD = 0.98 (±0.02) for N-nitroso-N-(2-[2-2H]adamantyl)-O-b enzylhydroxylamine 4, confirms (i) that nitrous oxide is liberated in these reactions, and (ii) that the fragmentations in these reactions are step-wise and not concerted.

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