58260-83-6Relevant academic research and scientific papers
A mineralogically-inspired silver-bismuth hybrid material: An efficient heterogeneous catalyst for the direct synthesis of nitriles from terminal alkynes
?tv?s, Sándor B.,Mészáros, Rebeka,Varga, Gábor,Kocsis, Marianna,Kónya, Zoltán,Kukovecz, ákos,Pusztai, Péter,Sipos, Pál,Pálinkó, István,Fül?p, Ferenc
, p. 1007 - 1019 (2018/03/13)
The synthesis and characterization of a silver-containing hybrid material is reported as a novel heterogeneous noble metal catalyst. In order to eliminate the need for traditional immobilization techniques, and to create a solid material with structurally-bound silver catalytic centers, the layered structure of a naturally occurring mineral served as the basis of the initial catalyst design. The novel material was prepared by means of the urea-mediated homogeneous precipitation of the corresponding metal nitrates, and was fully characterized by means of diverse instrumental techniques (X-ray diffractometry, Raman, IR, UV-Vis, EPR, X-ray photoelectron spectroscopies, thermal methods as well as atomic force, scanning and transmission electron microscopies). The as-prepared material exhibited outstanding activity in silver-catalyzed CC bond activation to yield organic nitriles directly from terminal alkynes with less environmental concerns as compared to the classical synthesis methods. The effects of the reaction time, the temperature, as well as the role of various solvents, nitrogen sources and additives were carefully scrutinized in order to achieve high-yielding and selective nitrile formation. The heterogeneous nature of the reaction was verified and the solid catalyst was recycled and reused numerous times without loss of its activity or degradation of its structure, thereby offering a sustainable synthetic methodology.
Dehydration of Amides to Nitriles under Conditions of a Catalytic Appel Reaction
Shipilovskikh, Sergei A.,Vaganov, Vladimir Yu.,Denisova, Elena I.,Rubtsov, Aleksandr E.,Malkov, Andrei V.
supporting information, p. 728 - 731 (2018/02/09)
A highly expedient protocol for a catalytic Appel-type dehydration of amides to nitriles has been developed that employs oxalyl chloride and triethylamine along with triphenylphosphine oxide as a catalyst. The reactions are usually complete in less than 10 min with only a 1 mol % catalyst loading. The reaction scope includes aromatic, heteroaromatic, and aliphatic amides, including derivatives of α-hydroxy and α-amino acids.
Oxidation of Aromatic Compounds. V. Oxidation of Substituted Benzonitriles and 2,4,6-Triaryl-1,3,5-Triazines in System HSO3F-PbO2
Rudenko,Salfetnikova,Vasil'ev
, p. 1447 - 1470 (2007/10/03)
Low-temperature oxidation of substituted benzonitriles by the system HSO3F-PbO2 proceeds with intermediate formation of cation-radicals and leads to substitution of hydrogen atoms of the methyl group or benzene ring. This reaction provides a route for preparation of chloromethylsubstituted benzonitriles, diarylmethanes, diaryls, arylfluorosulfonates and substituted benzamides with cyano groups. In the case of methyl derivatives of 2,4,6-triphenyl-1,3,5-triazine substitution of the first and then the second hydrogen atom of the same methyl group transforms it into hydroxy or chloromethyl group, or into the aldehyde function.
Reductive condensation of trichloromethylarenes with hydroxylamine and hydrazines in pyridine
Belen'kii,Brokhovetskii,Krayushkin
, p. 447 - 456 (2007/10/02)
The interaction of trichloromethylarenes with hydroxylamine in pyridine involves the reductive oximation of aryltrichloromethanes. Further transformations of the oximes in the reaction course can result in the formation of nitriles or 3,5-diaryl-1,2,4-oxadiazoles as final products. The conversion depth depends on reaction conditions and structures of trichloromethyl-arenes. When hydrazines used instead of hydroxylamine, respectivebenzaldehyde hydrazones or azines are obtained.
RADICAL-CATIONS OF METHYL-SUBSTITUTED BENZONITRILES
Rudenko, A. P.,Cheremisin, A. A.,Shchegoleva, L. N.,Detsina, A. N.,Zarubin, M. Ya.
, p. 1675 - 1684 (2007/10/02)
The chemical oxidation of a series of methylated derivatives of benzonitrile in fluorosulfonic acid containing lead oxide leads to the formation of paramagnetic particles characterized by preferential localization of the unpaired electron at the C2, C3, C5, and C6 ring atoms.A computational analysis within the scope of the unrestricted Hartree-Fock method in the INDO approximation indicates that the structure of the obtained particles is described best by structures corresponding to the addition of a proton at the unshared electron pair of the nitrogen atom inthe nitrile fragment of the radical-cations.
Synthesis, Thermal and Photochemical Reactions of New Mesoionic 1,3,2-Oxathiazolones
Gotthardt, Hans,Reiter, Friedemann,Kromer, Claudia
, p. 1025 - 1034 (2007/10/02)
The synthesis and spectroscopic data of the new mesoionic 1,3,2-oxathiazolones 3b, c, e are described.As cyclic thiocarbonyl imine, 3e reacts with dimethyl acetylenedicarboxylate at 80 deg C with evolution of carbon dioxide to produce the 5-arylisothiazole derivative 6e (80percent).On the other hand, the visible light-induced fragmentation of 3e leads to a nitrile sulfide intermediate of type 10 which suffers unimolecular decay with formation of sulfur and the arylnitrile 11e or which can be partially trapped with dimethyl acethylenedicarboxylate to form the iosmeric 3-arylisothiazole derivative 13e (29-21percent).The analogous photochemical decay of 3c in the presence of dimethyl acetylenedicarboxylate proceeds with formation of the isothiazole derivative 13c besides sulfur and the nitrile 11c, whereas the nitrile sulfide 10b - photochemically generated from 3b - does not more react with formation of an isothiazole derivative.
