Nucleophilic Substitution Reactions of Y-Substituted-Phenyl Benzoates with Potassium Ethoxide in Anhydrous Ethanol: Reaction Mechanism and Role of K + Ion
作者： Song-I Kim , Hyo-Jin Cho , Ik-Hwan Um
DOI: 10.5012/BKCS.2014.35.1.177
关键词:
摘要: plots of kobsd vs. [EtOK] curve upward regardless the electronic nature substituent Y in leaving group. Dissection into second-order rate constants for reactions with dissociated EtO – and ion-paired EtOK (i.e., kEtO kEtOK, respectively) has revealed that is more reactive than . The Bronsted-type exhibit highly scattered points lg = –0.5 ± 0.1. Hammett correlated o result excellent linear correlations, indicating no negative charge develops on O atom Ysubstituted-phenoxide ion transition state. Thus, it been concluded proceed through a stepwise mechanism, which departure group occurs after RDS, K + catalyzes by increasing electrophilicity reaction
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