Reactivity in methyl transfer reactions. 4. Powerful methylating agents with neutral nucleophiles

ES Lewis, S Kukes, CD Slater

Index: Lewis, Edward S.; Kukes, Semyon; Slater, Carl D. Journal of the American Chemical Society, 1980 , vol. 102, # 1 p. 303 - 306

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Citation Number: 12

Abstract

Conclusion Measurement of the redox levels for two series of pyrylium and thiapyrylium salts has provided a quantitative comparison of the effect of oxygen vs. sulfur on the thermodynamic stabilities to electron transfer of nitrogen-cationic, carbon-radical, and carbon-anionic centers in a single system. The ionic and radical species localized on the pyrylium-thiapyrylium ring system prefer to be adjacent to sulfur. The order of greatest ...