The reaction of 2,4-dinitronaphthylamine with phenylboron dichloride and related reactions have been studied kinetically. Substitution by an SN2 pattern, or via an unstable intermediate is a possible mechanism. The energetics of boronium ion formation are discussed in relation to these mechanisms.
J. C. Lockhart, J. Chem. Soc. A, 1966, 809 DOI: 10.1039/J19660000809
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