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Tuning the redox chemistry of 4-benzoyl-N-methylpyridinium cations through para substitution. Hammett linear free energy relationships and the relative …

…, G Zhang, IA Elder, C Sotiriou-Leventis

文献索引:Leventis, Nicholas; Rawaswdeh, Abdel-Monem M.; Zhang, Guohui; Elder, Ian A.; Sotiriou-Leventis, Chariklia Journal of Organic Chemistry, 2002 , vol. 67, # 21 p. 7501 - 7510

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被引用次数: 21

摘要

In anhydrous CH3CN a series of nine 4-(4-substituted-benzoyl)-N-methylpyridinium cations (substituent:-OCH3,-CH3,-H,-SCH3,-Br,-C⋮ CH,-CHO,-NO2, and-+ S (CH3) 2) demonstrate two chemically reversible, well-separated one-electron (1-e) reductions in the same potential range as other main stream redox catalysts such as quinones and viologens. Hammett linear free energy plots yield excellent correlation between the E 1/2 values of ...