31366-67-3Relevant articles and documents
REACTIONS FOLLOWING ELECTRON TRANSFER ORIGINS OF SELECTIVITY IN THE REACTION OF RADICALS WITH CARBANIONS
Tolbert, Laren M.,Siddiqui, Shahabuddin
, p. 1079 - 1086 (1982)
The regiochemistry observed upon arylation of ambident carbanions by phenyl radicals can be readily explained by consideration of the site of greatest basicity.Thus 1,3-diphenylindenyl anion is arylated to give predominantly 1,1,3-triphenylindene despite the presumed greater stability of the intermediate leading to 1,2,3-triphenyl indene, that is, the 1,2,3-triphenylisoindene radical anion.This explanation may also account for the preference of C-alkylation rather than O-alkylation of nitrocarbanions and for the absence of O-arylation in the SRN1 arylation of enolates.The lack of reactivity of other carbanions is rationalized on thermodynamic grounds.
Electrochemical Reduction of Activated Carbon-Carbon Double Bonds. 1. Mechanism and Stereochemistry of the Reduction of Phenyl-Substituted Indenes
Farnia, Guiseppe,Marcuzzi, Franco,Melloni, Giovanni,Sandona, Giancarlo
, p. 6503 - 6512 (2007/10/02)
The reduction at a Hg electrode in DMF of some phenyl-substituted indenes was carried out, with the aim of finding out possible relationships between stereochemistry and mechanism of the reaction.The two-electron two-proton reduction occured exclusively a
