Journal of the American Chemical Society

Dioxygen transfer from 4a-hydroperoxyflavin anion. 3. Oxygen transfer to the 3-position of substituted indoles

S Muto, TC Bruice

Index: Muto, Shigeaki; Bruice, Thomas C. Journal of the American Chemical Society, 1980 , vol. 102, # 25 p. 7559 - 7564

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Citation Number: 15

Abstract

Abstract: The 4a-hydroperoxyflavin anion (4a-FlEtO~) spontaneously decays with a rate constant of 4.2 X sI (tert-butyl alcohol, 30" C). In the presence of the anions of 2, 3- dimethylindole (la-) and 5-methoxy-3-methyl-2-phenylindole (2a9 the pseudo-first-order rate constants (kobd) for disappearance of 4a-FlEtOL increase. Plots of I/kobsd vs. I/[la-] and 1/[2a-] are linear, and the limiting rate constants for 4a-F1Et02-disappearance at high ...