Aryl azides formation under mild conditions: a kinetic study in some ionic liquid solutions.

作者: Francesca D’Anna , Salvatore Marullo , Renato Noto

DOI: 10.1021/JO9022952

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摘要: The kinetics of nucleophilic aromatic substitution three nitrothiophene derivatives in different [1-butyl-3-methylimidazolium][N(3)]/ionic liquid binary mixtures was studied spectrophotometrically at 298 K. Ionic liquids differing for cation structure (imidazolium or pyrrolidinium) and size, shape, coordination ability the anion ([BF(4)(-)], [PF(6)(-)], [SbF(6)(-)], [NTf(2)(-)]) were used. Furthermore, order to have a comparison with conventional organic solvents, target reaction also carried out DMF solution increasing concentration NaN(3) [bmim][N(3)]. Data collected show that occurs faster than ionic solution. as consequence all solvent media favor leaving group departure, simple linear dependence pseudo-first-order kinetic constant from nucleophile detected. results this investigation once more underline are able exert peculiar effects can be understood considering their three-dimensional organization.

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