36062-93-8Relevant academic research and scientific papers
FREE RADICAL FORMATION IN THE PHOTOOXIDATIVE ALKYLATIONS OF DICYANONAPHTHALENE WITH ALKYLTRIPHENYLBORATE SALTS.
Lan, J. Y.,Schuster, Gary B.
, p. 4261 - 4264 (1986)
One electron oxidation of alkyltriphenylborate salts leads to carbon-boron bond cleavage and the formation of free alkyl radicals.
Acetonitrile as a cyanating reagent: Cu-catalyzed cyanation of arenes
Zhu, Yamin,Zhao, Mengdi,Lu, Wenkui,Li, Linyi,Shen, Zengming
supporting information, p. 2602 - 2605 (2015/06/16)
A novel approach to the Cu-catalyzed cyanation of simple arenes using acetonitrile as an attractive cyano source has been documented. The C-H functionalization of arenes without directing groups involves a sequential iodination/cyanation to give the desired aromatic nitriles in good yields. A highly efficient Cu/TEMPO system for acetonitrile C-CN bond cleavage has been discovered. TEMPO is used as a cheap oxidant and enables the reaction to be catalytic in copper. Moreover, TEMPOCH2CN 6 has been identified as the active cyanating agent and shows high reactivity for forming the -CN moiety.
Intramolecular electron transfer in the photochemistry of substituted 1-naphthylmethyl esters of benzoic acids
DeCosta, D. P.,Pincock, J. A.
, p. 1879 - 1885 (2007/10/02)
Direct excitation of the esters 5 in methanol solvent leads to rapid intramolecular exciplex formation (kex = 1010 s-1 for X = CH3O, Y = CN) with electron transfer from the naphthalene to the benzoate ring.This process dominates the usual fluorescence and reaction of the excited singlet state.The rate of this process can be varied over 103 by suitable change in the substituents X and Y.The electron-transfer rates can be correlated with the two-parameter Hammett equation: log kex = 8.48 - 1.5?+ + 0.77?.For cases where the rate of exciplex formation is slow, the usual homolytic carbon-oxygen bond cleavage occurs from the excited singlet state.The eventual products result from the ion pair since the rate of electron transfer in the radical pair to form the ion pair is considerably faster than the rate of decarboxylation of the benzoyloxy radical.
