Abstract

The dialkoxy disulfide moiety has been shown to go through an intramolecular fragmentation to liberate trappable S 2, and can yield an alkoxy radical under photolytic conditions. We have examined a family of benzylic dialkoxy disulfides (X–Ph–CH 2–O–S–S–O–CH 2–Ph–X) under photolytic conditions and observed a correlation of decomposition based upon the substituent. We have been able to show that the decomposition is autocatalyzed and has a parabolic correlation with Swain and Lupton’s field constant, F .

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