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ions from substituted toluenes by the methyl radical and C should be zero or positive for the t-butyl radical. His postulation requires that all c> values be negative and he has predicted that c«-1.4 for abstractions by t-butyl radical (39). The validity of Zavitsas' postulation has been seriously questioned (41). Pryor and his co­ workers have reported a Hammett ap correlation for the reaction of t-butyl radicals with substituted toluenes. They reported c=0.99±0.04, the first reported positive C value for radical abstractions from toluenes. Pryor's work supports the theory of polar effects and greatly damages the arguments of Zavitsas. Polar effects are thought to be important factors in many free radical forming reactions. Euchardt and coworkers have reviewed the relations between structure and reactivity in free radical chemistry (42,43). They, pointed out that polar effects have a strong influence on the rate of fragmentation of peroxy esters. Kochi has attributed the high degree of se­ lectivity found in the fragmentation of alkoxy radicals to polar contributions in the transition state (44). A polar effect has been reported for the oxidative cleavage of 1,2diarylethanols with CAN (16). The c value of -2.0 was ob­

The effect of alkyl substitution on the oxidative cleavage of alkylphenylmethanols by ceric ammonium nitrate