Kinetic Study of Proton-Transfer Reactions of Phenylnitromethanes. Implication for the Origin of Nitroalkane Anomaly

…, Y Shimazu, N Seki, H Yamataka

文献索引：Ando, Kenichi; Shimazu, Yu; Seki, Natsuko; Yamataka, Hiroshi Journal of Organic Chemistry, 2011 , vol. 76, # 10 p. 3937 - 3945

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被引用次数: 14

摘要

Measurements of rate constants and substituent effects for three important elementary steps of proton-transfer reactions of phenylnitromethane were reported. The Hammett ρ values for the deprotonation of ArCH2NO2 with OH−, protonation of ArCH NO2− with H2O, and protonation of ArCH NO2− with HCl were determined in aqueous MeOH at 25° C. Comparison of these experimentally observed ρ values with those calculated at B3LYP/6- ...