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 Articles:
[Downie; Heaney; Kemp; King; Wosley Tetrahedron, 1992 , vol. 48, # 19 p. 4005 - 4016]
[Smolinsky,G. Journal of the American Chemical Society, 1961 , vol. 83, p. 2489 - 2493]
[Smolinsky,G. Journal of the American Chemical Society, 1961 , vol. 83, p. 2489 - 2493]
[Xi, Jie; Dong, Qing-Li; Liu, Guan-Sai; Wang, Shaozhong; Chen, Lin; Yao, Zhu-Jun Synlett, 2010 , # 11 p. 1674 - 1678]
[Crich, David; Patel, Mitesh Tetrahedron, 2006 , vol. 62, # 33 p. 7824 - 7837]