The diazabicyclo-octane-catalysed σ-complex formation between 1,3,5-trinitrobenzene and aniline in dimethy sulphoxide involves rate-limiting proton transfer from nitrogen and is subject to a small kinetic isotope effect.
E. Buncel, W. Eggimann and H. W. Leung, J. Chem. Soc., Chem. Commun., 1977, 55 DOI: 10.1039/C39770000055
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