N-and C-Attacks on aromatics of phenylnitrenium ion generated from N-phenylhydroxylamine in the presence of trifluoroacetic acid containing polyphosphoric acid or …

H Takeuchi, T Taniguchi, T Ueda

Index: Takeuchi, Hiroshi; Taniguchi, Tomohito; Ueda, Takahiro Journal of the Chemical Society. Perkin Transactions 2, 2000 , # 2 p. 295 - 300

Full Text: HTML

Citation Number: 17

Abstract

A phenylnitrenium ion formed from N-phenylhydroxylamine in the presence of trifluoroacetic acid (TFA) containing polyphosphoric acid (PPA) interacts with the counterion− O2CCF3 and the unshared electron-pair of H2O, showing Hammett's ρ values− 5.2 and− 4.0 for N- and C-attacks on aromatics PhX (X= H, Me, Et

 Related Synthetic Route

~1%

Detail

~5%

Detail

~7%

Detail

~%

~%

~11%

Detail

~0%

Detail

~2%

Detail

~10%

Detail

~3%

Detail

~1%

Detail

~6%

Detail

~5%

Detail

~2%

Detail

~%

~6%

Detail

~%

~%

~51%

Detail

~42%

Detail

~42%

Detail

~2%

Detail

~%

~10%

Detail

~6%

Detail