Photochemical Nitration by Tetranitromethane. Part XXXVIII. Nitration of Tris(4-bromophenyl)amine, a Compound Corresponding to a Stable Radical Cation.
作者:Lennart Eberson、Michael P. Hartshorn、Jan Olof Svensson、Risto Mannonen、Enn Mellikov、Lauri Niinistö、Stenbjörn Styring、Cecilia Tommos、Kurt Warncke、Bryan R. Wood
DOI:10.3891/acta.chem.scand.51-0279
日期:——
The photochemical reaction between tris(4-bromophenyl)amine (TBPA) and tetranitromethane in dichloromethane or acetonitrile gave almost exclusively the nitro-debromination product, 4-nitrophenylbis (4'-bromophenyl) amine (1). In the presence of trifluoroacetic acid, the 2-nitro-substitution product, 4-bromo-2-nitrophenylbis (4'-bromophenyl) amine (3) also appeared, together with further brominated TBPAs (4). Preparative and kinetic studies of the individual reactions involved, viz. the TBPA-NO2, TBPA(.+)-NO2 and TBPA(.+)-trinitromethanide ion reactions, indicated that the simple regiochemistry of the photochemical reaction is due to an addition-elimination mechanism, in which the initial attack of trinitromethanide ion occurs at the carbon ipso to the nitrogen function.
The reaction of 2,3-diazabicyclo[2.2.2]oct-2-ene with stable cation radical salts
作者:Paul S. Engel、A. K. M. M. Hoque、John N. Scholz、Henry J. Shine、Kenton H. Whitmire
DOI:10.1021/ja00231a051
日期:1988.11
ENGEL, PAUL S.;HOQUE, A. K. M. M.;SCHOLZ, JOHN N.;SHINE, HENRY J.;WHITMIR+, J. AMER. CHEM. SOC., 110,(1988) N 23, C. 7880-7882
作者:ENGEL, PAUL S.、HOQUE, A. K. M. M.、SCHOLZ, JOHN N.、SHINE, HENRY J.、WHITMIR+