14851-03-7Relevant articles and documents
"Thermal" SRN1 reactions: How do they work? Novel evidence that the driving force controls the transition between stepwise and concerted mechanisms in dissociative electron transfers
Costentin, Cyrille,Hapiot, Philippe,Medebielle, Maurice,Saveant, Jean-Michel
, p. 4451 - 4460 (1999)
In SRN1 reactions, unlike in conventional nucleophilic substitutions, the nucleophile does not react directly with the electrophile but with a radical resulting from its reductive cleavage. Many SRN1 substitutions require an external
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 (2007/10/02)
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.
Regiochemistry of the Association Step in SRN1 Reactions; Kinetically Controlled Coupling of aci-Nitronate Ions and p-Nitrobenzylic Radicals
Norris, Robert K.,Randles, David
, p. 1047 - 1051 (2007/10/02)
The regiochemistry of the coupling between p-nitrobenzylic radicals and aci-nitronate ions in the association step of SRN1 reactions is shown to be dependent on steric factors.Branching at the carbon which is α to the reaction site causes a shi
