Superelectrophiles and the effects of trifluoromethyl substituents
MJ O'Connor, KN Boblak, MJ Topinka… - Journal of the …, 2010 - ACS Publications
MJ O'Connor, KN Boblak, MJ Topinka, PJ Kindelin, JM Briski, C Zheng, DA Klumpp
Journal of the American Chemical Society, 2010•ACS PublicationsTrifluoromethyl-substituted superelectrophiles were generated in superacid (CF3SO3H),
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.
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.
Trifluoromethyl-substituted superelectrophiles were generated in superacid (CF3SO3H), 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.
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