3229-61-6Relevant academic research and scientific papers
Dibenzoyl Peroxide Induced Photodecarboxylation of Amino Acids and Peptides. A Spin-Trapping Study
Rosenthal, Ionel,Mossoba, Magdi M.,Riesz, Peter
, p. 2398 - 2403 (1981)
In a new photochemical reaction the radicals produced from several amino acids and peptides by UV irradiation at 313 nm in dimethyl sulfoxide solutions in the presence of dibenzoyl peroxide were characterized by spin trapping using 2-methyl-2-nitrosopropane.The most predominant reactions were the decarboxylation of the amino acids and of the carboxyl-terminal residue in peptides.An unusual behavior was exhibited by the valine moiety which consistently yielded H-atom abstraction radicals.No radicals derived from dimethyl sulfoxide could be detected under our reaction conditions.
Light-induced formation of nitroxyl radicals by organic Bi(V) compounds in the presence of 2-methyl-2-nitrosopropane and C-phenyl-N-tert-butylnitrone
Gushchin,Kalistratova,Maleeva,Dodonov,Kosov, D. Yu.,Emel’yanov,Kuropatov
, p. 1547 - 1549 (2017/09/01)
The organic bismuth compounds Ph3Bi(O2CCH=CHCH3)2 and Ph3Bi(O2CEt)2 decompose under scattered light in the presence of spin traps (2-methyl-2-nitrosopropane and C-phenyl-N-tert-butylnitrone) in organic solvents (acetonitrile, benzene, toluene) to form adducts of phenyl radicals with the traps.
Reaction between peroxynitrite and boronates: EPR spin-trapping, HPLC analyses, and quantum mechanical study of the free radical pathway
Sikora, Adam,Zielonka, Jacek,Lopez, Marcos,Dybala-Defratyka, Agnieszka,Joseph, Joy,Marcinek, Andrzej,Kalyanaraman, Balaraman
experimental part, p. 687 - 697 (2012/03/27)
Recently, we showed that peroxynitrite (ONOO-) reacts directly and rapidly with aromatic and aliphatic boronic acids (k ≈ 106 M-1s-1). Product analyses and substrate consumption data indicated that ONOO-/s
The reaction of 5-cyclohexadienyl)Fe(CO)3>+BF4- with 2-methyl-2-nitrosopropane: an unexpected oscillating reaction
Li, Lijuan,Eaton, Donald R.,McGlinchey, Michael J.
, p. 65 - 72 (2007/10/02)
The reaction of 2-methyl-2-nitrosopropane with the organometallic cation 5-cyclohexadienyl)trycarbonyliron>+ yields the bis(t-butyl)nitroxide radical which is detected by ESR spectroscopy.The intensity of the ESR signal varies in an oscillatory manner with time and the ESR silent period between oscillations ranges from 15 minutes to one hour, depending on the relative concentrations of the reagents.Some years ago, Turcsanyi proposed (Acta Chim., Acad.Scient.Hungar., 110 (1982) 305, Chem.Abs. 97 188877w) that a R-N=O/R-NH-OH system might exhibit oscillatory behaviour and the data presented are an experimental realization of that prediction.A mechanistic rationale is proposed to account for the observations.
Secondary Spin Adducts Derived from Aryl Radicals and 2-Methyl-2-nitrosopropane. Radical Chromato-ESR Spectroscopy and Numerical Decoupling Analysis Studies
Nozaki, Koichi,Naito, Akira,Hatano, Hiroyuki,Okazaki, Satoshi
, p. 113 - 119 (2007/10/02)
Spin adducts obtained from 2-methyl-2-nitrosopropane (MNP) and phenyl or para-substituted phenyl radicals have been studied by means of radical chromato-ESR spectroscopy.Several previously unknown spin adducts have been isolated and detected in addition to the primary spin adducts of aryl-t-butylaminoxyl radicals.The newly obtained spin adducts have been found to be secondary spin adducts which result from the reaction of the primary spin adducts with aryl radicals.The structures of some of the secondary spin adducts have been shown to be o-(aryl)aryl-t-butylaminoxyl radicals, a variety of sterically hindered aminoxyl radical.This type of aminoxyl radical has been studied for the first time in this work.The hyperfine coupling constants of the spin adducts have been determined using NMR spectroscopy and a numerical decoupling analysis (NDA).The spin density at the meta-protons in these radicals was unusually high.This can be ascribed to the largely steric hindrance between the t-butyl and the ortho-phenyl groups.The formation pathways of these secondary spin adducts have also been revealed.
Polar Radicals. 17. On the Mechanism of Iodine Atom Transfer. A 9-I-2 Intermediate
Tanner, Dennis D.,Reed, Darwin W.,Setiloane, B.P.
, p. 3917 - 3923 (2007/10/02)
The atom-transfer reaction of iodine from an aryl iodide to a phenyl radical has been shown to proceed via a 9-I-2 ntermediate.The relative kinetics of the reactions of the intermediate were investigated by studying its mode of decomposition upon formation from the reduction of a series of unsymmetrically substituted diaryliodonium salts.The iodonium salts were reduced by the electron-transfer reactions with several reagents: di-tert-butyl nitroxide, sodium 2,6-di-tert-butylphenylate, and sodium phenylate.The reduction by electron transfer of the iodonium salts by the latter reaction gives high yields of diaryl ethers.The mechanism fo ether formation has been shown to proceed by two mechanistic pathways.For the diaryliodonium salts that have a p-cyano or p-nitro substituent, the ether is formed by a nucleophilic aromatic substitution; however, when the substituents were not strongly electron withdrawing, the mechanism resulting in ether formation involved electron transfer from the phenylate anion to the iodonium salt to form the phenoxy radical and a 9-I-2 intermediate.The intermediate decomposes to an aryl radical and an aryl iodide.The ether is formed from the efficient coupling of the aryl radical and the phenoxy radical.
