Cl. Bumgardner et Jf. Liebman, CONSIDERATIONS OF THE MECHANISM OF REDUCTIVE DEAMINATION OF PRIMARY AMINES WITH HNF2, Journal of fluorine chemistry, 65(1-2), 1993, pp. 7-9
A possible mechanism for the reductive deamination of primary amines (
RNH(2)-->RH) by HNF2 is presented. The initial step involves bimolecul
ar displacement of F from HNF2 by RNH(2). The subsequent series of int
ermediates proposed is supported by proton affinity data and literatur
e analogies. The role of fluorine in affecting amine basicity is also
delineated.