78395-75-2Relevant academic research and scientific papers
Phenylazoindole dyes 3: Determination of azo-hydrazone tautomers of new phenylazoindole dyes in solution and solid state
Babür, Banu,Sefero?lu, Nurgül,Aktan, Ebru,H?kelek, Tuncer,?ahin, Ertan,Sefero?lu, Zeynel
, p. 175 - 181 (2015/01/09)
A new two series of phenylazo indole dyes was synthesized and the structures of the dyes were confirmed by UV-vis, FT-IR, HRMS and 1H/13C NMR spectroscopic techniques. Five of these dyes (I, I′, II′, III and III′) were also characterized in solid state by using single crystal X-ray diffraction studies besides other spectroscopic techniques. The geometries of the azo and hydrazone tautomeric forms of the dyes were optimized by using Density Functional Theory (DFT). In addition, the effects of the donor and acceptor groups on the azo and hydrazone forms of the dyes were evaluated experimentally and theoretically. The results indicate that the phenylazoindole dyes derived from 2-phenyl indole as coupling component exist as azo form in solution, gas phase and solid state.
Electrophilic ipso-Substitutions. Part 2. Reactions of 3-Substituted Indoles and 4-Substituted NN-Dimethylanilines with Arenediazonium Ions
Colonna, Martino,Greci, Lucedio,Poloni, Marino
, p. 455 - 460 (2007/10/02)
3-Substituted indoles and 4-substituted NN-dimethylanilines react with arenediazonium ions to form 3-arylazo-indoles and 4-arylazo-NN-dimethylanilines, respectively.The formation of the ?-complex intermediate was interpreted both as electrophilic ipso-attack and as coupling of two radicals deriving from an electron transfer process.Both mechanisms are discussed on the basis of the experimental evidence and on the substrate oxidation potentials.The leaving abilities of the substituents are discussed on the basis of the experimental results.
Electrophilic ipso-Substitutions. Part 1. Reaction of 3-Substituted Indoles with Nitronium and Nitrosonium Ions
Colonna, Martino,Greci, Lucedio,Poloni, Marino
, p. 628 - 632 (2007/10/02)
3-Substituted indoles react with nitronium and nitrosonium ions to yield 3-nitroindole.In both cases the reaction was interpreted as an electrophilic ipso-substitution.The reaction mechanism is interpreted by hypothesizing the formation of a ?-complex-like intermediate, wich is some cases is preceded by an electron-transfer process.An order for the leaving abilities of the different electrofugal groups is discussed.
