Nucleophilic displacement reactions in ionic liquids: substrate and solvent effect in the reaction of NaN3 and KCN with alkyl halides and tosylates

C Chiappe, D Pieraccini, P Saullo

文献索引：Chiappe, Cinzia; Pieraccini, Daniela; Saullo, Paola Journal of Organic Chemistry, 2003 , vol. 68, # 17 p. 6710 - 6715

全文：HTML全文

被引用次数: 127

摘要

Room-temperature ionic liquids have been used as environmentally benign solvents for the preparation of primary and secondary alkyl azides and nitriles under solid-RTIL phase- transfer conditions. The reaction of primary, secondary, and tertiary halides or tosylates with KCN and NaN3 has been investigated in three ionic liquids ([bmim][PF6],[bmim][N (Tf) 2], and [hpyr][N (Tf) 2]). The observed nucleofugacity scales for the reaction of NaN3 are ...