Helvetica Chimica Acta p. 133 - 136 (1982)
Update date:2022-08-11
Topics:
Jefford, Charles W.
Kohmoto, Shigeo
The rates of the competitive photo-sensitized oxygenation of 2-isobutylidene-adamantane (1) and 2-propylidene-adamantane (2) with 1,1-di-t-butyl-2-methoxyethene (3) in various solvents were determined.The rates for 1 and 2 were independent of solvent, whereas that for 3 varied markedly with solvent polarity.Compounds 1 and 2 gave only hydroperoxides while 3 gave dioxetane.These results are interpreted in terms of two competing processes involving little and much charge separation leading to hydroperoxide and dioxetane, respectively.
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