1602-00-2Relevant articles and documents
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.
, p. 2171 - 2175 (2016)
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.
COOPERATION OF ARYLIMINODIMAGNESIUM MOLECULES: DEOXYGENATION OF AZOXYARENES BY MONO- AND BIFUNCTIONAL REAGENTS IN COMPARISON WITH THAT BY PHOSPHORUS(III) REAGENTS
Okubo, Masao,Inatomi, Yoshito,Eguchi, Izumi,Nishida, Hiroshi,Gotoh, Seiji,Matsuo, Koji
, p. 18 - 23 (1994)
Reaction of aryliminodimagnesium with nitrobenzene (Ar1NO2) in tetrahydrofuran (THF) gives unsymmetrical (unsym) azoxybenzene, which is deoxygenated to give unsym-azobenzene.The reaction is utilized for the independent prepar
Synthesis, in vitro and in vivo anticancer activities of novel 4-substituted 1,2-bis(4-chlorophenyl)-pyrazolidine-3,5-dione derivatives
Zhang, Xu-Yao,Gu, Yi-Fei,Chen, Ting,Yang, Dong-Xiao,Wang, Xi-Xin,Jiang, Bai-Ling,Shao, Kun-Peng,Zhao, Wen,Wang, Cong,Wang, Jun-Wei,Zhang, Qiu-Rong,Liu, Hong-Min
, p. 1781 - 1786 (2015)
To develop potent and selective anticancer agents, a series of novel 4-substituted 1,2-bis(4-chlorophenyl)-pyrazolidine-3,5-dione derivatives were designed and synthesized. All the compounds were evaluated for their antiproliferative activities against a panel of four human cancer cell lines. Among them, compound 4u is the most potent, exhibiting IC50 values ranging from 5.1 to 10.1 μM. Flow cytometry and western blot analyses revealed that treatment of MGC-803 cells with compound 4u induces early cellular apoptosis via activation of caspases-9/3. Furthermore, compound 4u effectively reduced the tumor growth exhibited by human gastric cancer cells in vivo without obvious adverse side effects. Our findings indicate that compound 4u may serve as a lead compound to target solid tumors.
Synthesis and crystal structure of the silver complexes [PPh4]2[Ag4Cl4 (ClC6H4N3C6H4Cl)2], [Et4N][Ag2(tolyl-N5-tolyl)3] ·2THF and [(n-Bu)4N]3 [Ag3I6]and about the reaction of [Ag(ClC6H4N3C6H4Cl)]2 and [Ag(tolyl-N5-tolyl)] 2 with iodine
Barboza Da Silva, Carlos F.,Schwarz, Simon,Mestres, Montserrat Galceran,Straehle, Joachim
, p. 2231 - 2236 (2004)
The silver triazenido complex [PPh4]2[Ag 4Cl4-(ClC6H4N3C 6H4Cl)2] (1) is formed by the reaction of silver bis(p-chlorinephenyl)triazenide with [PPh4]Cl in THF. It crystallizes in the monoclinic space group C2/c with a = 2816.9(3), b = 946.67(7), c = 2552.4(3) pm, β = 90.22(1)° and Z = 4. In the centrosymmetric anion of 1 the four Ag atoms together with two Cl atoms form a distorted octahedron. The Ag atoms are in equatorial positions. They are bridged by two Cl atoms and two triazenido ligands. The reaction of [Et4N]Br with silver bis(p-tolyl)pentaazadienid in THF yields [Et4N][Ag 2(tolyl-N5-tolyl)3] (2a). An analogous compound, [(n-Bu)4N][Ag2(tolyl-N5-tolyl) 3] (2b) is obtained by the reaction of [(n-Bu)4N]I with silver bis(p-tolyl)pentaazadienid in THF, when a threefold excess of the pentaazadienid is used. If both educts are used in equal amounts then [(n-Bu)4N]3[Ag3I6] (3) is formed. 2a crystallizes as 2a×2THF in the triclinic space group P1 and a = 1303.6(3), b = 1471.3(4), c = 1811.6(2) pm, α = 98.51(2)°, β = 93.33(2)°, γ = 112.50(2)° and Z = 2. The two Ag atoms in the anions of 2a and 2b are bridged by three pentaazadienido ligands with their atoms N1 and N3. One of the Ag atoms is in addition coordinated by the atoms N5 of two of the ligands, resulting in different coordinations for the two Ag atoms in form of a trigonal planar for one and a distorted square pyramidal arrangement for the other. 3 forms orthorhombic crystals with the space group Pca21 and a = 1675.0(6), b = 1698.8(2), c = 2612.8(5) pm and Z = 4. The anion [Ag3I6]3- is built up by three AgI4 tetrahedra sharing common faces. The silver triazenido and pentaazadienido complexes, [Ag(ClC6H4N3C6H 4Cl]2 and [Ag(tolyl-N5-tolyl)]2 are oxidized by I2 to form the azo compounds [ClC6H 4N=NC6H4Cl] (4) and [tolyl-N=N-tolyl] (5) as well as N2.
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Ogata,Shimizu
, p. 635 (1979)
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Kobayashi et al.
, p. 2039 (1972)
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Electrosynthesis of Azobenzenes Directly from Nitrobenzenes
Ma, Yanfeng,Wu, Shanghui,Jiang, Shuxin,Xiao, Fuhong,Deng, Guo-Jun
, p. 3334 - 3338 (2021/10/29)
The electrochemical reduction strategy of nitrobenzenes is developed. The chemistry occurs under ambient conditions. The protocol uses inert electrodes and the solvent, DMSO, plays a dual role as a reducing agent. Its synthetic value has been demonstrated by the highly efficient synthesis of symmetric, unsymmetric and cyclic azo compounds.
Bifunctional Cs?Au/Co3O4 (Basic and Redox)-Catalyzed Oxidative Synthesis of Aromatic Azo Compounds from Anilines
Akinnawo, Christianah Aarinola,Alimi, Oyekunle Azeez,Fapojuwo, Dele Peter,Meijboom, Reinout,Mogudi, Batsile M.,Onisuru, Oluwatayo Racheal,Oseghale, Charles O.
supporting information, p. 5063 - 5073 (2021/09/30)
An eco-friendly alkali-promoted (Cs?Au/Co3O4) catalyst, with redox and basic properties for the oxidative dehydrogenative coupling of anilines to symmetrical and unsymmetrical aromatic azo compounds, was developed. We realized a base additive- and molecular O2 oxidant-free process (using air), with reasonable reusability of the catalyst achieved under milder reaction conditions. Notably, the enhanced catalytic activity was also linked to the increased basic site concentration, low reduction temperatures, and the effect of lattice oxygen on the nanomaterials. The increased basic strength of the cation-promoted catalyst improved the electron density of the active Au species, resulting in higher yields of the desired aromatic azo compounds.