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Dicationic Electrophiles from Olefinic Amines in Superacid

Yun Zhang, Aaron McElrea, Gregorio V. Sanchez, Jr., Dat Do, Alma Gomez, Sharon L. Aguirre, Rendy Rendy and Douglas A. Klumpp*

*Department of Chemistry and Biochemistry, The Michael Faraday Laboratories, NIU, DeKalb, IL 60115-2862, Email: dklumppniu.edu

Y. Zhang, A. McElrea, G. V. Sanchez, Jr., D. Do, A. Gomez, S. L . Aguirre, R. Rendy, D. A. Klumpp, J. Org. Chem., 2003, 68, 5119-5122.

DOI: 10.1021/jo030024z (free Supporting Information)


Abstract

A superacid-catalyzed reaction of various olefinic amines and related compounds with benzene gives addition products in good yields. The formation of reactive, dicationic electrophiles is proposed.

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formation of dicationic species



Key Words

Friedel-Crafts Alkylation, electrophilic aromatic substitution, diarylmethanes, alkylation of arenes


ID: J42-Y2003-160