33334-94-0Relevant academic research and scientific papers
A Formal CH Insertion Reaction of Aryl Nitrene into an Alkyl CH Bond. Implications for Photoaffinity Labelling.
Torres, Mary Jennifer,Zayas, Jose,Platz, Matthew S.
, p. 791 - 794 (1986)
Triplet m-nitrophenyl nitrene reacts with frozen polycrystalline toluene at the benzylic position to give appreciable yields of a formal CH insertion adduct.This reaction does not occur on photolysis of m-nitrophenyl azide in toluene solution.
HSiCl3-Mediated Reduction of Nitro-Derivatives to Amines: Is Tertiary Amine-Stabilized SiCl2 the Actual Reducing Species?
Orlandi, Manuel,Benaglia, Maurizio,Tosi, Filippo,Annunziata, Rita,Cozzi, Franco
, p. 3037 - 3041 (2016)
The mechanism of a recently reported, highly chemoselective metal-free protocol of wide general applicability for the reduction of aromatic and aliphatic nitro-derivatives to amines has been investigated. The reaction is supposed to occur through the gene
Magnetic acyclovir-copper nanoparticle: DFT study and application as an efficient, magnetically separable and recyclable catalyst for N-arylation of amines under green condition
Heydari, Akbar,Pazoki, Farzane
, (2020/10/06)
A copper(I)‐acyclovir complex supported on magnetic was designed and successfully synthesized. Catalytic activity and stability of two structures of copper(I)‐acyclovir complex supported on magnetic were investigated by the theoretical method. The more active and stable copper(I)‐acyclovir complex supported on magnetic was applied as a catalyst for C–N cross‐coupling reaction with high yield in a deep eutectic solvent (DES) as a green solvent. Also, these nanoparticles could be easily recovered and reused for new rounds of reaction without any considerable loss in catalytic activity.
Heterostructured Hybrid rGO@α-MnO2/rGO@δ-MnO2 Nanoflower: An Efficient Catalyst for Aerobic Solvent-Free N-Alkylation Reactions and Energy Storage Material
Chaudhuri, Haribandhu,Karak, Niranjan
, p. 1617 - 1629 (2020/02/18)
A new reduced graphene oxide (rGO) based bi-phasic crystal of MnO2, namely α-MnO2 nanorods and δ-MnO2 nanoflakes containing heterostructured hybrid nanoflower rGO@α-MnO2/rGO@δ-MnO2 has been fabricated through a facile hydrothermal method followed by annealing treatment. The successful synthesis of the hybrid material was studied by XRD, Raman, BET, FESEM with EDX, FTIR and TEM analyses. An efficient N-alkylation reaction of substituted aromatic amines with aromatic alcohols was carried out under solvent-free aerobic conditions in the presence of catalytic amount of rGO@α-MnO2/rGO@δ-MnO2. The catalyst shows excellent activity in terms of high yields (up to 98 %), short reaction time (10 h) along with a simple work-up process. The spent material can be regenerated several times without causing any serious decrease in catalytic activity. Moreover, cyclic voltammetry (CV), galvanostatic charge-discharge (GCD), and cyclic stability techniques were executed to evaluate the performances of rGO@α-MnO2, rGO@δ-MnO2, and rGO@α-MnO2/rGO@δ-MnO2 as energy storage materials. Among all those materials, rGO@α-MnO2/rGO@δ-MnO2 exhibited a proficient specific capacitance, CS (267 F/g at 1 A/g) along with excellent cycling ability (～83 % retention up to 10000 cycles). The superb electrochemical performance of rGO@α-MnO2/rGO@δ-MnO2 might be ascribed to the combination of bi-phasic α-MnO2 and δ-MnO2 with rGO sheets, resulting in a flower-like structure.
Ru(II) complexes containing (2-(pyren-1-ylmethylene)hydrazinyl)benzothiazole: Synthesis, solid-state structure, computational study and catalysis in N-alkylation reactions
Murugan, Kaliyappan,Ojwach, Stephen O.,Saravanan, Kandasamy,Vijayan, Paranthaman,Vijayapritha, Subbarayan,Viswanathamurthi, Periasamy
, (2020/07/27)
Reactions of (2-(pyren-1-ylmethylene)hydrazinyl)benzothiazole (L) with ruthenium(II) prefabricated precursors [RuHCl(CO)(EPh3)3] and [RuH2(CO)(EPh3)3] (E = P or As) afforded new Ru(II) complexes [RuCl(CO)(EPh3)2(L)] and [RuH(CO)(EPh3)2(L)] (E = P or As) (1–4). All the Ru(II) complexes (1–4) were characterized by IR, NMR spectroscopies, ESI-mass spectrometry and elemental analyses. The solid-state structures of Ru(II) complexes (2 and 3) were established by single crystal X-ray analyses and revealed distorted octahedral geometries around the ruthenium(II) ion and mono anionic bidentate N^N coordination mode for hydrazine ligand. The Ru(II) complexes 2 and 3 were also analyzed using Hirshfeld surface analysis and DFT calculations. Moreover, all the complexes (1–4) were utilized in the N-alkylation reactions of amines using alcohol. Complex 3 was found to be highly active towards N-alkylation of different aromatic amines with alcohol.
A microwave-assisted SmI2-catalyzed direct N-alkylation of anilines with alcohols
Gour, Jitendra,Gatadi, Srikanth,Malasala, Satyaveni,Yaddanpudi, Madhavi Venkata,Nanduri, Srinivas
, p. 7488 - 7494 (2019/06/14)
A new protocol for the alkylation of aromatic amines has been described using alcohols in the presence of SmI2 as a catalyst with the generation of water as the sole byproduct. The reaction proceeds under MW conditions and selectively generates monoalkylated amines. This protocol features a broad substrate scope and good functional-group tolerance with moderate to high yields.
Well-Defined Amidate-Functionalized N-Heterocyclic Carbene -Supported Rare-Earth Metal Complexes as Catalysts for Efficient Hydroboration of Unactivated Imines and Nitriles
Huang, Zeming,Wang, Shaowu,Zhu, Xiancui,Yuan, Qingbing,Wei, Yun,Zhou, Shuangliu,Mu, Xiaolong
, p. 15069 - 15078 (2018/12/14)
Four amidate-functionalized N-heterocyclic carbene (NHC) rare-earth metal amido complexes [(κ2-N,O-κ1-L)2REN(SiMe3)2] (L = 1-(C6H5CONCH2CH2)-3-(CH3)3C6H2(N(CH)2NC)) [RE = Er (1), Y (2), Dy (3), Gd (4)] were synthesized by one-pot reactions of 2 equiv of (1-(C6H5CONHCH2CH2)-3-(CH3)3C6H2-(N(CH)2NCH))Br (H2LBr) with 5 equiv of KN(SiMe3)3 followed by treatment with 1 equiv of RECl3 in tetrahydrofuran at -40 °C. These complexes were fully characterized, and their catalytic activities toward hydroboration of unactivated imines and nitriles were investigated, and it was found that these complexes displayed excellent activities as well as remarkable functional group compatibility for imine and nitrile substrates such as halo-, alkyl-, hydroxyl-, N,N-dimethylamino-, and nitro- substituents. Among those, the chemoselectivity for this reaction among the common unsaturated functional groups was achieved in the order CO CN > C=N > CO2Et > CC in the current catalytic system, which may facilitate their further application in synthetic chemistry.
Unmodified Fe3O4 nanostructure promoted with external magnetic field: safe, magnetically recoverable, and efficient nanocatalyst for N- and C-alkylation reactions in green conditions
Rafiee, Ezzat,Joshaghani, Mohammad,Abadi, Parvaneh Ghaderi-Shekhi
, p. 2503 - 2522 (2018/01/04)
Transition metal compounds have emerged as suitable catalysts for organic reactions. Magnetic compounds as soft Lewis acids can be used as catalysts for organic reactions. In this report, the Fe3O4 nanostructures were obtained from Fe2+ and Fe3+-salts, under an external magnetic field (EMF) without any protective agent. The X-ray photoelectron spectroscopy, scanning electron microscopy, and energy dispersive X-ray spectroscopy tools were used to characterize these magnetic compounds. The two-dimensional (2-D, it showed nanometric size in the two dimensions, nanorod structure) Fe3O4 compound showed high catalytic activity and stability in N- and C-alkylation reactions. A diverse range of N- and C-alkylation products were obtained in moderate to high yield under green and mild conditions in air. Also the N- and C-alkylation products can be obtained with different selectivity and yield by exposure reactions with EMF. Results of alkylation reactions showed that the presence of Fe(II) and Fe(III) species on the surface of magnetic catalysts (phase structure of magnetic compounds) are essential as very cheap active sites. Also, morphology of magnetic catalysts had influence on their catalytic performances. After the reaction, the catalyst/product(s) separation could be easily achieved with an external magnet and more than 95% of catalyst could be recovered. The catalyst was reused at least four times without any loss of its high catalytic activity for N- and C-alkylation reactions.
Synthesis and antimalarial activity of N-benzylated (N-arylcarbamoyl)alkylphosphonic acid derivatives
Adeyemi, Christiana M.,Faridoon,Isaacs, Michelle,Mnkandhla, Dumisani,Hoppe, Heinrich C.,Krause, Rui W.M.,Kaye, Perry T.
, p. 6131 - 6138 (2016/12/06)
A series of novel and readily accessible N-benzylated (N-arylcarbamoyl)alkylphosphonate esters and related compounds have been prepared as potential antimalarial agents. Bioassays reveal that some of these compounds exhibit promising activity against Plasmodium falciparum, and exhibit no significant growth inhibition of HeLa cells.
A quick Chan-Lam C-N and C-S cross coupling at room temperature in the presence of square pyramidal [Cu(DMAP)4I]I as a catalyst
Roy, Subhasish,Sarma, Manas Jyoti,Kashyap, Bishwapran,Phukan, Prodeep
supporting information, p. 1170 - 1173 (2016/01/15)
A rapid and efficient protocol for C-N and C-S cross coupling has been developed using a new square pyramidal copper complex, [Cu(DMAP)4I]I. The complex was successfully synthesized via a disproportionation reaction of CuI and DMAP in DMSO. The catalytic activity of the complex was found to be excellent for Chan-Lam coupling reaction between aryl boronic acid and amine, amide, azide or thiol. The reaction could be carried out in the presence of only 2 mol% of the copper catalyst in methanol at room temperature within a short time.
