4.3 Article

Highly efficient dinitration of aromatic compounds in fluorous media using ytterbium perfluorooctanesulfonate and perfluorooctanesulfonic acid as catalysts

Journal

SYNTHETIC COMMUNICATIONS
Volume 36, Issue 20, Pages 2957-2961

Publisher

TAYLOR & FRANCIS INC
DOI: 10.1080/00397910600773700

Keywords

dinitration; fluorous biphasic catalysis; fluorous solvents; perfluorooctanesulfonic acid; ytterbium perfluorooctanesulfonate

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Ytterbium perfluorooctanesulfonate [Yb(OPf)(3)] and perfluorooctanesulfonic acid [PfOH] catalyze the highly efficient dinitration of toluene, benzene, benzyl chloride, and chlorobenzene in fluorous media. Notably the process produces almost no waste acid, as opposed to the traditional case. The fluorous phase-containing catalyst could be easily and efficiently recovered for reuse by simple phase separation.

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