Superelectrophiles and the effects of trifluoromethyl substituents.

ABSTRACT: Trifluoromethyl-substituted superelectrophiles were generated in superacid (CF(3)SO(3)H), and their chemistry was examined. The strong electron-withdrawing properties of the trifluoromethyl group are found to enhance the electrophilic character at cationic sites in superelectrophiles. This leads to greater positive-charge delocalization in the superelectrophiles. These effects are manifested by the unusual chemo-, regio-, and stereoselectivities shown by the superelectrophiles in chemical reactions.

SUBMITTER: O'Connor MJ 

PROVIDER: S-EPMC2883283 | biostudies-literature | 2010 Mar

REPOSITORIES: biostudies-literature