Nucleophilic Reactivities of Bleach Reagents

Mayer, Robert J. and Ofial, Armin R. (2018): Nucleophilic Reactivities of Bleach Reagents. In: Organic Letters, Vol. 20, No. 10: pp. 2816-2820

Abstract

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 degrees C. The reactivities of the oxidants correlate only weakly with their basicities. Analyzing the rate constants by using the relationship log k(2) = s(N)(N + E) gave the parameters N (and s(N)), which were applied to predict the rates of Weitz-Scheffer epoxidations.

• Item Type: Journal article
• Faculties: Chemistry and Pharmacy > Department of Chemistry
• Subjects: 500 Science > 540 Chemistry
• ISSN: 1523-7060
• Language: English