65253-46-5Relevant academic research and scientific papers
Electron-Transfer Substitution Reactions: Stereochemistry
Kornblum, Nathan,Wade, Peter A.
, p. 5301 - 5305 (2007/10/02)
Substitution of the aliphatic nitro group of optically active 2-(p-nitrophenyl)-2-nitrobutane (II) by sodium azide, sodium thiophenoxide, sodium benzenesulfinate, and the lithium salt of 2-nitropropane invariably occurs with complete loss of optical activity.Furthermore, levorotatory II is racemized by sodium nitrite.These facts support the view that substitution reactions in p-nitrocumyl systems proceed via the electron-transfer chain mechanism of eq 2-5.
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
