105639-52-9Relevant articles and documents
Electron-transfer substitution reactions: The p-nitrocumyl system
Kornblum, Nathan,Cheng, Leung,Davies, Thomas M.,Earl, Gary W.,Holy, Norman L.,Kerber, Robert C.,Kestner, Melvin M.,Manthey, Joseph W.,Musser, Michael T.,Pinnick, Harold W.,Snow, Donald H.,Stuchal, Francis W.,Swiger, Roger T.
, p. 196 - 204 (1987)
Facile substitution reactions at the tertiary carbon of p-nitrocumyl chloride and α,p-dinitrocumene are described. These reactions occur with a wide range of organic and inorganic nucleophiles and are noteworthy for providing novel and powerful means of synthesis; they occur readily under mild conditions, give excellent yields of pure products, and, in contrast to SN2 displacements, are rather insensitive to steric hindrance. They are, therefore, especially valuable for the preparation of highly branched compounds. The view that these are electron-transfer chain processes derives from inhibition studies and, also, from the fact that these reactions are induced by one-electron-transfer agents.
