Issue 23, 1983

[Tris(trimethylsllyl)methyl](dimethyl)silyl cyanate. The cyanate to isocyanate isomerization, and the high activity of cyanate as a leaving group in solvolysis

Abstract

The isomerization of the cyanate (Me3Si)3CSiMe2(OCN), (1), to the isocyanate (i) in Ph2O at 195 °C is second order in (1), (ii) in CCl4 is catalysed by ICI, and (iii), in MeOH is catalysed by NaOMe; in solvolysis in MeOH, (1) is comparable in reactivity to the corresponding trifluoromethanesulphonate, and shows an abnormally high selectivity for reaction with the water in slightly aqueous MeOH.

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1983, 1450-1451

[Tris(trimethylsllyl)methyl](dimethyl)silyl cyanate. The cyanate to isocyanate isomerization, and the high activity of cyanate as a leaving group in solvolysis

C. Eaborn, Y. Y. El-Kaddar and P. D. Lickiss, J. Chem. Soc., Chem. Commun., 1983, 1450 DOI: 10.1039/C39830001450

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