Charge separation on the micelle surface as evidence for a multi-step hydrogen transfer mechanism in NADH model reduction

Abstract

Reductive desulphonation of 2,4,6-trinitrobenzenesulphonate by N-dodecyl-1-benzyl-1,4-dihydronicotinamide bound to the sodium dodecyl sulphate micelle in D₂O solution gave 1,3,5-trinitrobenzene which contained 4.6–5.1% of deuterium; the result indicates that the reaction proceeds through multi-step hydrogen transfer via a radical ion-pair intermediate and the micelle surface is capable of dissociating the radical ion pair.