2653-70-5Relevant academic research and scientific papers
Mesoporous manganese oxide catalyzed aerobic oxidative coupling of anilines to aromatic azo compounds
Dutta, Biswanath,Biswas, Sourav,Sharma, Vinit,Savage, Nancy Ortins,Alpay, S. Pamir,Suib, Steven L.
supporting information, p. 2171 - 2175 (2016/02/18)
Herein we introduce an environmentally friendly approach to the synthesis of symmetrical and asymmetrical aromatic azo compounds by using air as the sole oxidant under mild reaction conditions in the presence of cost-effective and reusable mesoporous manganese oxide materials.
Photochromic Properties of Unsymmetric Mono- and Bis(phenylazo)naphthalenes
Yoshida, Katsuhira,Koujiri, Tetsunao,Horii, Taeko,Kubo, Yuji
, p. 1658 - 1664 (2007/10/02)
To utilize the reversible photochromic system of phenylazonaphthalenes in a design of functional molecule, the photochromic behaviors of various substituted phenylazonaphthalenes have been investigated.Introduction of substituents onto ortho positions with respect to the azo group retarded the rate of thermal cis-to-trans isomerization.The retardation effects were greatly dependent on both the number and position of the ortho substituents.To investigate the retardation effects of ortho substituents, the activation parameters were determined; the results suggest that the steric hindrance among the ortho substituents and the two nitrogen lone pairs of the azo group becomes far more severe in an inversional transition-state than in the ground cis-state, which leads to the remarkable slow cis-to-trans isomerization.On the basis of the kinetic data of various phenylazonaphthalenes, the complicated isomerization behaviors of unsymmetric bis(phenylazo)naphthalenes have been elucidated.
A novel synthesis of unsymmetrical azo aromatics inaccessible by diazo-coupling reaction
Ayyangar,Naik,Srinivasan
, p. 7253 - 7256 (2007/10/02)
A novel synthesis of unsymmetrical azo aromatics inaccessible by diazo-coupling reaction is reported. The synthesis involved the reaction of acetanilides with nitroarenes under moderate reaction conditions. A reaction pathway via a nitrosoarene intermediate involving elimination of the elements of the acetate anion, is proposed.
134. Cyclometalation of Arylazo Compounds. Part 1. Synthesis and Cyclopalladation of Some Substituted 1-Arylazonaphthalenes
Klaus, Alfred J.,Rys, Paul
, p. 1452 - 1466 (2007/10/02)
The syntheses of 1-phenylazonaphthalene (1a) and its derivatives are described.Cyclopalladation of these azo ligands with Pd(II) acetate or Na2PdCl4 leads to complexes with Pd(II) coordinated on the azo Nβ-atom and a Pd-C ?-bond at C(2) in the naphthanene moiety.The preference of Pd(II) for this type of metalation at C(2) over the palladation at the ortho positions of the phenyl ring or at the peri position of the naphthyl ring is believed to be largely due to steric effects and the different reactivities of the two arene moieties.Substitution of the acetato-bridge with bromide or iodide allows the syntheses of the corresponding bromo- and iodo-bridged complexes, and chloro-bridged dimer complex can be converted to a monomeric ethylenediamino-Pd(II)-azo species with ethylenediamine.Cyclopalladation of sulfonated azo ligands leads to water-soluble Pd(II) complexes with a Pd-C ?-bond at C(2).
