Aromatic substitution. 48. boron trifluoride catalyzed nitration of aromatics with silver nitrate in acetonitrile solution

GA Olah, AP Fung, SC Narang…

文献索引：Olah, George A.; Fung, Alexander P.; Narang, Subhash C.; Olah, Judith A. Journal of Organic Chemistry, 1981 , vol. 46, # 17 p. 3533 - 3537

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被引用次数: 30

摘要

Benzene, alkylbenzenes, halobenzenes, and anisole were nitrated with silver nitratelboron trifluoride in acetonitrile solution. Correlation of competitive rates with x-and u-complex stabilities indicated that the transition state of highest energy lies relatively early on the reaction coordinate. Data indicate that nitrations occur via a polarized complex of the nitrating agent, with the catalyst undergoing nucleophilic displacement by the aromatic ...