931-55-5Relevant academic research and scientific papers
CoPc/Cu(OAc)2-catalyzed N-arylation of amines with arylhydrazines leading to N-aryl amines
Sun, Wang-Bin,Zhang, Pei-Zhi,Jiang, Tao,Li, Cheng-Kun,An, Li-Tao,Shoberu, Adedamola,Zou, Jian-Ping
, p. 6477 - 6483 (2016/09/23)
The N-arylation of amines with arylhydrazines has been developed, achieving the selective cross-coupling of aryl radicals with amines to form N-aryl amines. The reaction uses air as an oxidant, CoPc and Cu(OAc)2as catalysts. The reaction proceeds under mild conditions in air through a relay process, arylhydrazines are oxidized to aryldiazenes by CoPc, further oxidized to aryl radicals by air (O2), which are trapped by Cu(OAc)2–amine complex, followed by reduction–elimination reaction to form N-aryl amines. Arylamines and arylhydrazines give the highest yields, but N-aryl-N-alkylamines and N-alkylamines can be used as well.
Direct observation of a photoinduced nonstabilized nitrile imine structure in the solid state
Zheng, Shao-Liang,Wang, Yizhong,Yu, Zhipeng,Lin, Qing,Coppens, Philip
supporting information; experimental part, p. 18036 - 18037 (2010/03/31)
(Chemical Equation Presented) We report the direct observation of a bent geometry for a nonstabilized nitrile imine in a metal-coordination crystal. The photoinduced tetrazole ring rupture to release N2 appears to depend on the size of voids around the N3-N4 bond in the crystal lattice. We further observed the selective formation of the 1,3-addition product when a reactive nitrile imine was photogenerated in water. Overall, the bent nitrile imine geometry agrees with the 1,3-dipolar structure, a transient reactive species that mediates the photoinduced 1,3-dipolar cycloaddition in the aqueous medium.
KINETIC STUDY OF THE PHOTOLYSIS OF NOVEL CARVONE HYDRAZONE DERIVATIVES. ANALYTICAL APPLICATION TO THE DETERMINATION OF CARVONE
Ndiaye, S. A.,Aaron, J. J.
, p. 39 - 52 (2007/10/02)
The photolysis of carvone dimethylhydrazone (CDMH), carvone phenylhydrazone (CPH), and carvone hydrazono-orthobenzoic acid (CHBA), was studied at room-temperature (293K) in several solvents (cyclohexane, dioxane, formamide, acetonitrile, ethanol, propanol).The photolysis overall first-order rate constants (k1) and quantum yields (Φp) were found to depend markedly of the structure of the carvone hydrzone derivative and of the solvent. k1 values varied in the range 1.3 * 10-3, 2.4 * 10-3 min -1 for CDMH - 4.0 * 10-2 - 2 * 10-1 min -1 for CPH, and 8 * 10-3 - 4.6 * 10-2 min-1 for CHBA, and Φp values between 0.0009 and 0.0012 for CDMH, 0.07 and 0.19 for CPH, and 0.004 and 0.0085 for CHBA, according to the solvent.The structure of the photoproducts was investigated by mass spectrometry and fluorescence spectroscopy.Mechanisms are proposed for the photolysis of these carvone hydrazone derivatives.A photochemical-fluorimetric method is presented for the analysis of carvone, following derivatization.Limits of detection of carvone are in the ng range.
Oxidation of Hydrazine Derivatives with Arylsulfonyl Peroxides
Hoffman, Robert V.,Kumar, Anil
, p. 4014 - 4017 (2007/10/02)
A new method for the generation of the azo function is reported.A series of hydrazine derivatives, which included alkyl- and arylhydrazines, monoacylhydrazides, and diacylhydrazides, was oxidized with m-(trifluoromethyl)benzenesulfonyl peroxide.Smooth conversion to the diimide was observed.The diimides then yielded products typical of normal degradation pathways.
