- One-pot solvent-free microwave-assisted aza-Michael addition reaction of acrylonitrile
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A novel and highly effective one-pot microwave-assisted aza-Michael addition reaction of acrylonitrile, as Michael acceptor with various primary aliphatic and aromatic amines, as Michael donor has been reported. The reaction was catalyzed by a cost-effective, highly efficient and eco-friendly catalyst, molecular sieve of 4 A0 size, under solvent-free conditions. A detail investigation on reaction controlling parameters like reaction timing and amount of catalyst was studied. The plausible mechanistic pathway has been proposed for the formation of acrylonitrile adducts. The identity of the synthesized products was established by conventional spectroscopic techniques FT-IR, 1H and 13C{1H} NMR, ESI-MS and DLS measurements. DLS result shows hydrodynamic diameter of lower alkyl chain in the range of 200–300 nm and for higher alkyl chain around 1 μm. Sheldon's hot filtration test confirms the significance of the catalyst and their heterogeneity was also confirmed by recycling it for five consecutive cycles without any noticeable change in the yield.
- Das, Parineeta,Devi, Nirmala,Puzari, Amrit
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- Rational design of carborane-based Cu2-paddle wheel coordination polymers for increased hydrolytic stability
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A new unsymmetric carborane-based dicarboxylic linker provided a 1D Cu2-paddle wheel coordination polymer (2) with much higher hydrolytic stability than the corresponding 2D Cu2-paddle wheel polymer (1), obtained from a related more symmetrical carborane-based linker. Both 1 and 2 were used as efficient heterogeneous catalysts for a model aza-Michael reaction but only 2 can be reused several times without significant degradation in catalytic activity.
- Choquesillo-Lazarte, Duane,Fraile, Julio,Li, Zhen,Planas, José G.,Teixidor, Francesc,Vi?as, Clara
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p. 1137 - 1143
(2022/02/01)
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- Ruthenium (II) β-diketimine as hydroamination catalyst, crystal structure and DFT computations
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A new half-sandwich ruthenium (II) complex containing β-diketiminate ligand has been synthesized and used for hydroamination of acrylonitrile with aromatic and aliphatic amines. The catalytic activity of prepared complex was compared with a series of ruthenium complexes of β-diketiminate ligands, and the effect of electronic and steric properties of these ligands on catalytic activity of their complexes was investigated. Replacement of H atom in α position of β-diketiminate with (CF3) as an electron-withdrawing group leads to decreasing the reaction yield, and on the other hand, electron-donating group (CH3) has the opposite effect. In addition, crystal structure of [Ru(p-cymen)Cl(LH,Cl)] was determined by single X-ray crystallography. Hirshfeld surface analysis has been performed to determine the dominate interactions in molecular crystal. Furthermore, density functional, QTAIM and energy calculations have been carried out, to get the detailed insight into electronic and bonding characteristics of titled compound.
- Dindar, Sara,Nemati Kharat, Ali,Safarkoopayeh, Barzin,Abbasi, Alireza
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p. 403 - 413
(2021/04/26)
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- Xanthene pigment, coloring composition containing same, colorant for color filter, and color filter
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The invention provides a xanthene pigment, a coloring composition containing the xanthene pigment, a colorant for a color filter, and a color filter. The present invention provides a xanthene pigment having excellent color characteristics (brightness, contrast ratio, etc.), solubility, and heat resistance, a coloring composition containing the pigment, a colorant for a color filter containing the pigment or the coloring composition, and a color filter. A xanthene dye represented by general formula (1). [In formula (1), R1 represents an optionally substituted alkylene group, and R1a represents a halogen atom,-OH,-CN,-OCH3,-NO2, a sulfonic acid group, a sulfonyl group, a carboxyl group, a carbonyl group, or the like. And R2 represents a group different from R1-R1a and represents an optionally substituted alkyl group. And R3 represents-H, a halogen atom,-NO2 or an alkyl group. R4 represents-SO3-,-CO2-, an alkyl group, or the like; n represents an integer of 1-4, An represents an anion, k represents an integer of 1-3, and b represents an integer of 0-3.
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Paragraph 0184-0185
(2021/05/19)
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- Aza-Michael mono-addition using acidic alumina under solventless conditions
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Aza-Michael reactions between primary aliphatic and aromatic amines and various Michael acceptors have been performed under environmentally-friendly solventless conditions using acidic alumina as a heterogeneous catalyst to selectively obtain the corresponding mono-adducts in high yields. Ethyl acrylate was the main acceptor used, although others such as acrylonitrile, methyl acrylate and acrylamide were also utilized successfully. Bi-functional amines also gave the mono-adducts in good to excellent yields. Such compounds can serve as intermediates for the synthesis of anti-cancer and antibiotic drugs.
- Bosica, Giovanna,Abdilla, Roderick
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- The zeolite ZSM-5-SO3H catalyzed aza-Michael addition of amines and sulfonamides to electron-deficient alkenes under solventfree conditions
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Aza-Micheal addition of aromatic and aliphatic amines and sulfonamides to α,β-unsaturated esters, ketones and nitriles has been developed using the zeolite ZSM-5-SO3H as catalyst under solvent-free conditions.
- Douraki, Saba Mohammadi,Massah, Ahmad Reza
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p. 1346 - 1349
(2015/11/10)
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- The zeolite ZSM-5-SO3H catalyzed aza-Michael addition of amines and sulfonamides to electron-deficient alkenes under solvent-free conditions
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Aza-Micheal addition of aromatic and aliphatic amines and sulfonamides to α,β-unsaturated esters, ketones and nitriles has been developed using the zeolite ZSM-5-SO3H as catalyst under solvent-free conditions.
- Douraki, Saba Mohammadi,Massah, Ahmad Reza
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p. 1346 - 1349
(2016/02/26)
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- Uncatalyzed, green aza-Michael addition of amines to dimethyl maleate
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Dimethyl maleate was found to be a very reactive and selective acceptor for the aza-Michael addition in comparison to other commonly used electron-deficient alkenes. It reacts efficiently with a variety of aliphatic amines in complete absence of any catalyst and solvent at room temperature. Under these environmentally-friendly conditions, high yields of selectively mono-adducts were obtained within short reaction times.
- Bosica, Giovanna,Debono, Anthony John
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p. 6607 - 6612
(2015/03/30)
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- Cyanoethylation of alcohols and amines by cesium-modified zeolite y
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Zeolite Y modified by cesium and magnesium ions was prepared by ion-exchange and impregnation methods, and its activity in the cyanoethylation of aliphatic and aromatic alcohols and amines was investigated. During the preparation of some samples, the transformation of zeolite Y into a pollucite-type phase occurred. This phase exhibited good activity in the cyanoethylation of aliphatic alcohols. The prepared solids modified by the impregnation method were more active than the ion-exchanged solids. The activities of the catalysts, in contrast to other basic solids, were scarcely affected by the presence of air or moisture. A correlation between catalyst basicity and catalytic activity is discussed. The catalysts were characterized by X-ray diffraction, volumetric nitrogen adsorption surface area measurement, and CO2 temperature-programmed desorption. Scanning electron microscopy revealed that the particles of the modified nanocatalysts were 40 nm. The reaction of acrylonitrile with linear alcohols in the presence of the catalysts was accelerated by microwave irradiation.
- Zamanian, Sara,Kharat, Ali Nemati
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p. 264 - 269
(2014/03/21)
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