posted on 2018-05-09, 12:18authored byRobert
J. Mayer, Armin R. Ofial
The nucleophilicities of the oxidants
hydroperoxide, hypochlorite,
hypobromite, bromite, and peroxymonosulfate were determined by following
the kinetics of their reactions with a series of benzhydrylium ions
of known electrophilicity (E) in alkaline, aqueous
solutions at 20 °C. The reactivities of the oxidants correlate
only weakly with their basicities. Analyzing the rate constants by
using the relationship log k2 = sN(N + E) gave
the parameters N (and sN), which were applied to predict the rates of Weitz–Scheffer
epoxidations.