53013-38-0Relevant academic research and scientific papers
8-exo-dig-Selective Cycloisomerization for the Synthesis of Dibenzo[b,e][1,4]diazocines Using Cationic AuI Catalysts
Ito, Mamoru,Inoue, Daisuke,Takaki, Asahi,Kanyiva, Kyalo Stephen,Shibata, Takanori
supporting information, p. 4740 - 4747 (2018/09/14)
The cationic AuI-catalyzed intramolecular reaction of N-propargyl-2-anilinoanilines gave a diazocine skeleton via 8-exo-dig-selective cycloisomerization by the suppression of 6-endo-dig cycloisomerization. Both terminal and internal alkynes could be used according to the choice of ligand of the AuI complex, and various dibenzo[b,e][1,4]diazocines were obtained. Control experiments suggested that two nitrogen atoms in the tether of substrates were critical in this selective transformation.
Substituent effects on the redox properties and structure of substituted triphenylamines. An experimental and computational study
Wu, Xin,Davis, Anthony P.,Lambert, Peter C.,Kraig Steffen,Toy, Ozan,Fry, Albert J.
experimental part, p. 2408 - 2414 (2009/07/18)
The peak oxidation potentials of a series of polysubstituted triphenylamines were found to be highly linearly correlated (R=0.995) with their ionization potentials as computed by density functional theory. The computations, as well as confirming previous
REACTIVITY OF TRIPHENYL DERIVATIVES OF V-A GROUP ELEMENTS TOWARDS NITRIC ACID
Maccarone, Emanuele,Passerini, Amedeo,Passerini, Riccardo,Tassone, Giuseppe
, p. 545 - 548 (2007/10/02)
Reactions of triphenyl-amine, -phosphine, -arsine, -stibine and -bismuthine with nitric acid have been investigated in acetic anhydride and in 96percent sulphuric acid at 0 deg C.Reaction products, relative reactivities and partial rate factors have been determined under different experimental conditions.Triphenylamine in acetic anhydride yields ortho and para-nitro derivatives, whereas in sulphuric acid it provides an almost quantitative yield of 4-nitrophenyl-diphenylamine, owing to the higher nitration rate of the nitrated species with respect to the starting triphenylamine, as confirmed by competitive kinetics between triphenylamine and 4-nitrophenyldiphenylamine with nitric acid in 96percent sulphuric acid.Reactions of triphenyl-phosphine and -arsine yield the corresponding oxidation products, both in acetic anhydride and in sulphuric acid.In the latter medium some nitro derivatives of oxides have been obtained as secondary products.Diacetylated oxides have been isolated from the reactions of triphenylstibine and triphenylbismuthine in acetic anhydride.
Nitration of the Acetanilide-type Compounds
Daszkiewicz, Zdzislaw,Kyziol, Janusz B.
, p. 44 - 50 (2007/10/02)
Some aromatic compounds containing the imino group (NH) were nitrated in acetic acid or anhydride, and the ortho/para ratios were measured.N-Methyl derivatives of the aforementioned compounds are much less reactive when nitrated under comparable conditions and give significantly lower o/p ratios.These results along with the literature data support the hypothesis that the acetanilide-type compounds are nitrated via N-nitro intermediates.
