173437-05-3Relevant articles and documents
Preference of the mesolytic cleavage over the nuclear substitution observed in the ozone-mediated nitration of bicumene with nitrogen dioxide. Implication to the electron transfer nature of the Kyodai-nitration of arenes
Suzuki, Hitomi,Mori, Tadashi
, p. 647 - 648 (1996)
Ozone-mediated reaction of bicumene with nitrogen dioxide in dichloromethane at low temperature results in almost complete mesolytic cleavage of the hydrocarbon, accompanied by little or no nuclear nitration, in accordance with operation of the electron transfer process involving the nitrogen trioxide as initial electrophile.
Iron(III)-catalysed nitration of non-activated and moderately activated arenes with nitrogen dioxide-molecular oxygen under neutral conditions
Suzuki, Hitomi,Yonezawa, Shuji,Nonoyama, Nobuaki,Mori, Tadashi
, p. 2385 - 2389 (2007/10/03)
In the presence of molecular oxygen and a catalytic amount of tris(pentane-2,4-dionato)iron(III), non-activated and moderately activated arenes, which include alkylbenzenes, halogenobenzenes, phenolic ethers, naphthalene and derivatives, can be nitrated with nitrogen dioxide at ice-bath temperature or below to give the corresponding nitro derivatives in fair to good yields. An electron-transfer mechanism has been proposed, where an activated NO2-FeIII complex plays a key role in the cyclic process for converting arenes into nitroarenes.