90889-43-3Relevant articles and documents
EPR and ENDOR spectroscopic study of the reactions of aromatic azides with gallium trichloride
Bencivenni, Giorgio,Cesari, Riccardo,Nanni, Daniele,El Mkami, Hassane,Walton, John C.
supporting information; experimental part, p. 5097 - 5104 (2010/12/24)
The reactions of gallium trichloride with phenyl and deuterio-phenyl azides, as well as with 4-methoxyphenyl azide and deuterium isotopomers, were examined by product analysis, CW EPR spectroscopy and pulsed ENDOR spectroscopy. The products included the corresponding anilines together with 4-aminodiphenylamine type dimers, and polyanilines. Complex CW EPR spectra of the radical cations of the dimers [ArNHC6H4NH 2]+ and trimers [ArNHC6H4NHC 6H4NH2]+ were obtained. These EPR spectra were analysed with the help of data from the deuterium-substituted analogues as well as the pulse Davies ENDOR spectra. DFT computations of the radical cations provided corroborating evidence and suggested the unpaired electrons were accommodated in extensive π-delocalised orbitals. A mechanism to account for the reductive conversion of aromatic azides to the corresponding anilines and thence to the dimers and trimers is proposed.
The Newman-Kwart rearrangement of O-aryl thiocarbamates: Substantial reduction in reaction temperatures through palladium catalysis
Harvey, Jeremy N.,Jover, Jesus,Lloyd-Jones, Guy C.,Renny, Joseph S.,Moseley, Jonathan D.,Murray, Paul
supporting information; experimental part, p. 7612 - 7615 (2009/12/26)
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Electron Apportionment in Cleavage of Radical Anions. 1. Nitro-Substituted Benzyl Phenyl Ethers
Maslak, Przemyslaw,Guthrie, Robert D.
, p. 2628 - 2636 (2007/10/02)
The radical anions of 4-nitrobenzyl phenyl ethers undergo cleavage at least 10E4 times faster than the radical anions of corresponding 4-nitrophenyl benzyl ethers despite a perceived thermodynamic advantage for the latter set of reactions.It is suggested that this results reflects a kinetic advantage for cleavage reactions which take place with regioconservation of spin density.