108-42-9Relevant articles and documents
Nickel nanoparticles as efficient catalyst for electron transfer reactions
Rathore, Puran Singh,Patidar, Rajesh,Rathore, Sonika,Thakore, Sonal
, p. 439 - 446 (2014)
The catalytic efficiency of nickel nanoparticles was investigated in some electron transfer reactions. The nanoparticles brought about rapid roomtemperature reduction of a number of nitro aromatics in an aqueous medium with high chemoselectivity and also helped to speed up redox reaction of Fe(CN)-36and S2O-23. In addition, interesting results were obtained for microwave assisted decolourization of azo dye. The reactions were monitored through UV-Vis spectroscopy. The present study has additional advantages of reusability of catalysts and aqueous medium. The ultimate goal was to assess the suitability of low cost nanocatalyst for electron transfer reactions under aqueous conditions. Springer Science+Business Media New York 2013.
STUDY OF THE CATALYTIC ACTIVITY OF METAL COMPLEXES ATTACHED TO A SOLID SUPPORT. 6. REDUCTION OF NITROBENZENE AND ITS HALOGENATED DERIVATIVES BY CHEMICALLY BOUND HYDROGEN IN THE PRESENCE OF IMMOBILIZED Rh COMPLEXES.
Sharf, V. Z.,Dovganyuk, V. F.,Isaeva, V. I.,Maksimov, B. I.
, p. 468 - 472 (1989)
Rh complexes attached to modified silica gels catalyze the reaction of hydrogen transfer from 2-propanol (P-2) to cyclohexanone, styrene, allylbenzene, and cyclohexene-2-one.It was previously found that triphenylphosphine complexes of Rh and Ru are active in the reaction of reduction of nitrobenzene (NB) by 2-propanol.It is known that complex hydrides, NaBH4 in particular, are also used for reduction of NB on metal complexes.The catalytic properties of Rh complexes immobilized on silica gels containing amino groups and aminophosphine groups in reduction of NB and different halonitrobenzenes by transfer of hydrogen from P-2 and NaBH4 were investigated in the present study.
A suitable modified palladium immobilized on imidazolium supported ionic liquid catalysed transfer hydrogenation of nitroarenes
Atheeswari, Alagudurai,Kanimozhi, Nallusamy,Karthikeyan, Parasuraman,Shanmugapriya, Ramasamy
, (2021)
The first well-defined modified palladium immobilized on imidazolium supported ionic liquid catalyst has been developed for the transfer hydrogenation of nitroarenes to anilines in good to excellent yields with formic acid as reducing agent. This methodology applies eco-friendly a reducing agent which is non-toxic, water soluble, more stable and simpler to handle. Particularly, the process constitutes a rare model of base-free transfer hydrogenations. The catalyst was reused up to nine consecutive cycles without any significance loss in its activity.
MIL-53 (Al) derived single-atom Rh catalyst for the selective hydrogenation of m-chloronitrobenzene into m-chloroaniline
Cao, Wenxiu,Chen, Shaohua,Chen, Tiehong,Li, Zhi,Lin, Lu,Luo, Wenhao,Qi, Haifeng,Song, Weiyu,Tang, Nanfang,Wang, Aiqin,Wang, Weiyin,Zou, Xiaoxuan
, p. 824 - 834 (2021)
The catalytic hydrogenation of halonitroarenes to haloanilines is a green and sustainable process for the production of key nitrogen-containing intermediates in fine chemical industry. Chemoselective hydrogenation poses a significant challenge, which requ
Catalytic transfer hydrogenation of aromatic nitro compounds by employing ammonium formate and 5% platinum on carbon
Gowda,Mahesh
, p. 3639 - 3644 (2000)
Aromatic nitro compounds were reduced to respective amines in high yields by using 5% platinum on carbon with ammonium formate or formic acid as hydrogen donor. It was observed that the former was mote efficient donor than the later. Further we have found that reduction of nitro groups occurs without hydrogenolysis of halogens and the reducible substituents which remains unchanged under the reaction conditions.
Bio-synthesis and structural characterization of highly stable silver nanoparticles decorated on a sustainable bio-composite for catalytic reduction of nitroarenes
Baran, Talat
, p. 213 - 218 (2019)
Bio-polymers are the most significant natural alternative stabilizers compared to their synthetic counterparts for fabrication of noble metal nanoparticles because of their higher thermal stability, renewability, low cost, eco-friendliness, strong mechanical capacity, and biodegradability properties. Therefore, a new bio-composite (CMC-Pct-AG), which is consisted of sodium carboxymethyl cellulose, agar, and pectin natural biopolymers, was fabricated as an immobilizing agent in this study. Then, highly stable silver nanoparticles (Ag NPs@CMC-AG-Pct) were successfully decorated on the surface of designed CMC-Pct-AG without the use of any hazardous reducing agents, and their chemical structures were illuminated with Uv–Vis, FT-IR, TG/DTG, SEM, EDS, XRD, and ICP-OES analyses. Subsequently, the catalytic performance of Ag NPs@CMC-AG-Pct was studied in the reduction of various nitroarenes in the presence of NaBH4 at room temperature. These tests indicate that Ag NPs@CMC-AG-Pct is an efficient catalyst which converts nitroarenes to desired amines with good yields and short reaction times. Reproducibility of the catalyst was also investigated, and it is found that Ag NPs@CMC-AG-Pct served several times as a retrievable and reusable catalyst for catalytic reduction of nitroarenes.
Ultrasonic and photochemical degradation of chlorpropham and 3-chloroaniline in aqueous solution
David,Lhote,Faure,Boule
, p. 2451 - 2461 (1998)
Sonolysis and photolysis are compared for the transformation of chlorpropham, a systemic herbicide belonging to the carbamate group, and 3-chloroaniline, the main intermediate often observed in the degradation of chlorpropham. In both cases the ultrasonic degradation is much more efficient at 482 kHz than at 20 kHz. The main identified sonoproducts formed in the degradation of chlorpropham are 3-chloroaniline, formic acid, carbon monoxide and dioxide and chloride ions. The degradation of 3-chloroaniline also leads to Cl-, CO and CO2 but chlorohydroquine was also detected as an intermediate. Two different mechanisms are involved in the ultrasonic transformation: pyrolysis resulting from the implosion of cavitation microbubbles and oxidation by hydroxyl radicals formed by sonolysis of water. Photolysis is more specific: 3-chloroaniline is initially quantitatively transformed into 3-aminophenol. A heterolytic mechanism is suggested. Resorcinol and some unidentified photoproducts are formed in a second stage. The same type of reaction is involved in the photo-transformation of chlorpropham, but the reaction is not so specific. In both cases the photolysis at 254 nm leads to a complete disappearance of phenolic and quinonic compounds. Sonolysis and photolysis are compared for the transformation of chlorpropham, a systemic herbicide belonging to the carbamate group, and 3-chloroaniline, the main intermediate often observed in the degradation of chlorpropham. In both cases the ultrasonic degradation is much more efficient at 482 kHz than at 20 kHz. The main identified sonoproducts formed in the degradation of chlorpropham are 3-chloroaniline, formic acid, carbon monoxide and dioxide and chloride ions. The degradation of 3-chloroaniline also leads to Cl-, CO and CO2 but chlorohydroquine was also detected as an intermediate. Two different mechanisms are involved in the ultrasonic transformation: pyrolysis resulting from the implosion of cavitation microbubbles and oxidation by hydroxyl radicals formed by sonolysis of water. Photolysis is more specific: 3-chloroaniline is initially quantitatively transformed into 3-amino-phenol. A heterolytic mechanism is suggested. Resorcinol and some unidentified photoproducts are formed in a second stage. The same type of reaction is involved in the photo-transformation of chlorpropham, but the reaction is not so specific. In both cases the photolysis at 254 nm leads to a complete disappearance of phenolic and quinonic compounds.
Solvent dispersible nanoplatinum-carbon nanotube hybrids for application in homogeneous catalysis
Chen, Yuhong,Zhang, Xueyan,Mitra, Somenath
, p. 1652 - 1654 (2010)
Solvent-dispersible carbon nanotubes/nanoplatinum hybrid structures are presented, which show excellent catalytic activity under both heterogeneous and homogeneous conditions.
The Bamberger reaction in hydrogen fluoride: the use of mild reductive metals for the preparation of fluoroaromatic amines
Tordeux, Marc,Wakselman, Claude
, p. 251 - 254 (1995)
The reduction of nitroaromatic compounds by various metals (tin, lead, bismuth) in liquid hydrogen fluoride under an inert atmosphere leads to fluoroaromatic amines, in accord with the Bamberger reaction.Generally, a co-solvent such as pentane or methylene chloride is used.Some non-fluorinated arylamines are also formed by a competitive direct reduction of the N-arylhydroxylamine intermediate.Of the mild reductive metals studied, bismuth was the most selective. - Keywords: Bamberger reaction; Hydrogen fluoride; Mild reductive metals; Fluoroaromatic amines; NMR spectroscopy
Regio- and chemoselective reduction of nitroarenes and carbonyl compounds over recyclable magnetic ferrite-nickel nanoparticles (Fe3O 4-Ni) by using glycerol as a hydrogen source
Gawande, Manoj B.,Rathi, Anuj K.,Branco, Paula S.,Nogueira, Isabel D.,Velhinho, Alexandre,Shrikhande, Janhavi J.,Indulkar, Utkarsha U.,Jayaram, Radha V.,Ghumman, C. Amjad A.,Bundaleski, Nenad,Teodoro, Orlando M. N. D.
, p. 12628 - 12632 (2012)
Reduction by magnetic nano-Fe3O4-Ni: A facile, simple and environmentally friendly hydrogen-transfer reaction that takes place over recyclable ferrite-nickel magnetic nanoparticles (Fe3O 4-Ni) by using glycerol as hydrogen source allows aromatic amines and alcohols to be synthesized from the precursor nitroarenes and carbonyl compounds (see figure). Copyright
Selective reduction of nitro-compounds to primary amines by tetrapyridinoporphyrazinato zinc (II) supported on DFNS
Hosseiny, Malihesadat,Khosroyar, Susan,Kiani, Zahra,Motavalizadehkakhky, Alireza,Zhiani, Rahele
, (2021)
Here, we created and synthesized a heterogeneous catalyst from porphyrazinatozinc (tmtppa-Zn) supported on DFNS (tmtppa-Zn/DFNS). This is a simple method for hydrogenation of nitro-compounds and their conversion to primary amines without producing toxic by-products. These reactions take place under mild reaction situations. The catalyst system was comfortably retrieved and reutilized in at least ten runs without the reduction of catalytic activity.
Transition metal based ionic liquid (bulk and nanofiber composites) used as catalyst for reduction of aromatic nitro compounds under mild conditions
Chinnappan, Amutha,Kim, Hern
, p. 3399 - 3406 (2013)
Ionic liquid (1,1′-hexane-1,6-diylbis (3-methylpyridinium) tetrachloronickelate (II)) and PVDF-IL ([C6(mpy)2] [NiCl4]2-) nanofiber composites are synthesized and used as catalysts for the reduction of nitroarenes with NaBH4/H 2O system at ambient temperature. Ionic liquid containing nickel halide anion well dispersed on the PVDF nanofibers. It efficiently catalyzes the reduction of functionalized nitroarenes to the corresponding substituted anilines, avoiding the need for inert atmosphere, and additional base or other additives. The catalytic system gives good yields with other functional groups remaining intact.
Solvent-Free Hydrogenation of Nitrobenzene Catalyzed by Magnetically Recoverable Pt Deposited on Multiwalled Carbon Nanotubes
Fan, Guang-Yin,Huang, Wen-Jun
, p. 1819 - 1825 (2015)
The hydrogenation of nitrobenzene was investigated over magnetically recoverable Pt deposited on multiwalled carbon nanotubes. Under optimal reaction conditions (333 K, 4 MPa), high yield of aniline (>99%) was observed in solvent-free conditions. The Pt/MWCNTs catalyst cannot be reused while the Pt/MWCNTs-Fe3O4 can be recycled four times without any loss of activity. The results of characterization showed the existence of interaction between MWCNTs and Fe3O4, which can effectively stabilize the Pt nanoparticles. Moreover, the magnetic nanocomposites can be readily isolated from the reaction system by a magnet.
Room-temperature copper-catalyzed electrophilic amination of arylcadmium iodides with ketoximes
Korkmaz, Adem
, p. 3119 - 3125 (2021/05/10)
We started our study by preparation two ketoximes. Later, there were studies to reveal these ketoximes' effects in the electrophilic amination reaction with organocadmium reagents. Primarily, it was observed that arylcadmium iodides could not be reacted with ketoximes at room temperature in the absence of a catalyst. CuCN was a suitable catalyst for this electrophilic amination reaction of arylcadmium iodides and allowed the preparation of functionalized aniline derivatives in good yields under mild reaction conditions. We obtained the results indicated that the yield of primary arylamines was strongly dependent on the steric and electronic effects of organocadmium reagent and amination agent. In the case of both amination reagents, meta-substituted arylamines were obtained in higher yields than para-substituted arylamines. We observed that acetone O-(4-chlorophenylsulfonyl)oxime, 1, as an aminating agent, was more successful than acetone O-(2-Naphthylsulfonyl)oxime, 2, in the synthesis of functionalized arylamines by electrophilic amination of corresponding aryl cadmium iodides. In this method, there is no cadmium release to the environment.
Method for synthesizing heteroatom- substituted aromatic compound from styrene compound
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Paragraph 0197-0200, (2021/02/06)
The invention discloses a method for synthesizing a heteroatom-substituted aromatic compound from a styrene compound, which comprises the following steps of: mixing a styrene compound with a general formula (I) and a heteroatom-containing compound with a general formula (II), and reacting in the presence of an acid additive and an organic solvent to obtain a heteroatom-substituted compound with ageneral formula (III). According to the synthesis method disclosed by the invention, a large amount of styrene compounds are used as raw materials and react to generate aromatic amine or phenol compounds under the action of no metal catalysis; and compared with the traditional aromatic amine and phenol synthesis method, the method has the advantages of high yield, simple conditions, low waste discharge amount, no metal participation, simple reaction equipment, easiness in industrial production and the like.