3.6.4.5.4 Oxidative Coupling
Aerobic oxidative coupling of 2-naphthols has been demonstrated using di-μ-hydroxo iron(salan) complex (Scheme 10). The substrates having substituents at 3-position exhibited the best enantioselectivity. Detailed kinetic and X-ray studies indicate that the reactions take place via a radical anion mechanism.
Scheme 10
3.6.4.5.4 Kinetic Resolution
Aerobic oxidative kinetic resolution of secondary alcohols has been shown in the presence of naphthoxide bound iron(salan) complex with good selectivity (krel = 7-10). Coordination of napthoxide ion enhances the catalytic activity of the iron(salan) complex.
Scheme 11