141377-54-0Relevant articles and documents
Rapid microwave-assisted Henry reaction in solvent-free processes
Gan, Changsheng,Chen, Xing,Lai, Guoyin,Wang, Zhiyong
, p. 387 - 390 (2006)
The solvent-free Henry reactions of nitromethane with a series of carbonyl compounds were studied under microwave irradiation. By using different bases and Lewis acids, the solvent-free nitroaldol reaction of aldehydes were realized under microwave condition, affording the corresponding adducts with high yields. Particularly, aliphatic ketones, which were hardly carried out this reaction, could be the reaction substrates in the nitroaldol reactions by employment of 1,4-diazabicyclo[2.2.2]octane (DABCO) under a similar conditions, giving the corresponding adducts with moderate to good yields. Georg Thieme Verlag Stuttgart.
Hypercoordinated diorganoantimony(III) compounds of types [2-(Me2NCH2)C6H4]2SbL and [PhCH2N(CH2C6H4)2]SbL (L = Cl, ONO2, OSO2CF3). Synthesis, structure and catalytic behaviour in the Henry reaction
?uteu, R?zvan,Candu, Natalia,Parvulescu, Vasile I.,Ra?, Ciprian I.,Simion, Andrada,Sivestru, Anca,Sivestru, Cristian
, (2020)
The compounds [2-(Me2NCH2)C6H4]2SbL (L = ONO2 (2), OSO2CF3 (3)) and [PhCH2N(CH2C6H4)2]SbL (L = ONO2 (5), OSO2CF3 (6)) were prepared by reacting [2-(Me2NCH2)C6H4]2SbCl (1) and [PhCH2N(CH2C6H4)2]SbCl (4), respectively, with the appropriate silver(I) salt in a 1:1 molar ratio. The new species 2–6 were structurally characterized in solution using multinuclear NMR and in the solid state using infrared spectroscopy. The solid-state structures for compounds 2, 4 and 6, as well as for the hydrolysis ionic product [{2-(Me2N+HCH2)C6H4}{2-(Me2NCH2)C6H4}SbOH][CF3SO3]? (3h) were determined using single-crystal X-ray diffraction. Medium to strong intramolecular N→ Sb interactions were observed in all these four compounds, thus resulting in hypercoordinated organoantimony(III) species 14-Sb-6 in 2 and 10-Sb-4 in the cation of 3h and in 4 and 6. Compounds 1–6 and the starting amines PhCH2NMe2 and PhCH2N(CH2C6H4Br-2)2 were investigated as catalysts in the Henry (nitroaldol) addition of nitromethane to benzaldehyde. The activity of compounds 1–6 resulted as an effect of the cooperation of the positively charged antimony with the negatively charged nitrogen.
Activation of nitroaldol reactions by diethylzinc and amino alcohols or diamines as promoters
Klein, Günter,Pandiaraju, Subramaniam,Reiser, Oliver
, p. 7503 - 7506 (2002)
Henry reactions of nitroalkanes can be initiated with diethylzinc in the presence of catalytic amounts of 1,2-aminoethanol or 1,2-diaminoethane.
Catalytic applications of an organosuperbase dendron grafted on mesoporous SBA-15 and a related palladium complex in Henry and Suzuki-Miyaura coupling reactions
Veisi, Hojat,Kordestani, Davood,Hemmati, Saba,Faraji, Ali Reza,Veisi, Hamed
, p. 5311 - 5314 (2014)
An efficient synthetic method for the synthesis of a basic amine dendron grafted on SBA-15 and a related Pd(II) complex as two novel catalysts has been developed. The prepared catalysts were evaluated in Henry and Suzuki-Miyaura coupling reactions and were found to exhibit excellent heterogeneous catalytic activity in green media, and could be easily separated and reused several times.
Indium-catalyzed henry-type reaction of aldehydes with bromonitro-alkanes
Soengas, Raquel G.,Silva, Artur M. S.
, p. 873 - 876 (2012)
An economical method to perform the addition of bromonitroalkanes to aldehydes using zinc in the presence of a catalytic amount of indium is established. This procedure affords the corresponding nitroalkanols in good yields and can be easily scaled up to
Copper(II) and Sodium(I) Complexes based on 3,7-Diacetyl-1,3,7-triaza-5-phosphabicyclo[3.3.1]nonane-5-oxide: Synthesis, Characterization, and Catalytic Activity
Mahmoud, Abdallah G.,Guedes da Silva, M. Fátima C.,?liwa, Ewelina I.,Smoleński, Piotr,Kuznetsov, Maxim L.,Pombeiro, Armando J. L.
, p. 2868 - 2880 (2018)
The reaction of 3,7-diacetyl-1,3,7-triaza-5-phosphabicyclo[3.3.1]nonane (DAPTA) with metal salts of CuII or NaI/NiII under mild conditions led to the oxidized phosphane derivative 3,7-diacetyl-1,3,7-triaza-5-phosphabicyclo[3.3.1]nonane-5-oxide (DAPTA=O) and to the first examples of metal complexes based on the DAPTA=O ligand, that is, [CuII(μ-CH3COO)2(κO-DAPTA=O)]2 (1) and [Na(1κOO′;2κO-DAPTA=O)(MeOH)]2(BPh4)2 (2). The catalytic activity of 1 was tested in the Henry reaction and for the aerobic 2,2,6,6-tetramethylpiperidin-1-oxyl (TEMPO)-mediated oxidation of benzyl alcohol. Compound 1 was also evaluated as a model system for the catechol oxidase enzyme by using 3,5-di-tert-butylcatechol as the substrate. The kinetic data fitted the Michaelis–Menten equation and enabled the obtainment of a rate constant for the catalytic reaction; this rate constant is among the highest obtained for this substrate with the use of dinuclear CuII complexes. DFT calculations discarded a bridging mode binding type of the substrate and suggested a mixed-valence CuII/CuI complex intermediate, in which the spin electron density is mostly concentrated at one of the Cu atoms and at the organic ligand.
Urea-pyridine bridged periodic mesoporous organosilica: An efficient hydrogen-bond donating heterogeneous organocatalyst for Henry reaction
Borah, Parijat,Mondal, John,Zhao, Yanli
, p. 129 - 134 (2015)
Hydrogen-bond donating (HBD) organocatalysts have been employed as an important class of catalysts for the activation of small molecules. However, the use of these catalysts was restricted on account of the self-aggregation of HBD-active species. In this work, a successful approach was developed to construct novel urea-pyridine bridged periodic mesoporous organosilica (PMO) to prevent the unwanted self-recognition and aggregation of urea-based catalytic center by spatial isolation, unleashing its HBD organocatalytic activity along with cooperative effect from the pyridine unit for efficient Henry reaction. The urea-pyridine bridged PMO catalyst presents high structural stability and high catalytic recyclability.
LaCl3·7H2O-promoted regioselective ring opening of epoxides using NaNO2 in ether-water system: A facile synthesis of 2-nitroalcohols
Borah, Jagat C.,Gogoi, Siddhartha,Boruwa, Joshodeep,Barua, Nabin C.
, p. 873 - 878 (2005)
A convenient and efficient synthesis of 2-nitroalcohols has been achieved by regioselective ring opening of epoxides using LaCl3·7H 2O and NaNO2 in ether-H2O system at room temperature. The reaction afforded the corresponding products in good to excellent yields under mild conditions.
Mg-NHC complex on the surface of nanomagnesium oxide for catalytic application
Shaikh, Melad,Sahu, Mahendra,Gavel, Pramod Kumar,Turpu, Goverdhan Reddy,Khilari, Santimoy,Pradhan, Debabrata,Ranganath, Kalluri V.S.
, p. 89 - 92 (2016)
We have developed a simple and eco-friendly protocol for the synthesis of Mg-NHC complexes. The Mg-NHC complex is prepared by reacting nano-MgO with imidazolium salts. Thus prepared Mg-NHC complex has been realized in two divergent reactions one in C-C bond formation and other in dehydration reaction. Further, the Mg-NHC catalyst has been characterized by SEM, TEM, XPS, Raman Spectroscopy and XRD analysis.
Evaluation of nitroalkenes as nitric oxide donors
Gorczynski, Michael J.,Huang, Jinming,Lee, Heather,King, S. Bruce
, p. 2013 - 2017 (2007)
Chemiluminescence experiments demonstrate that simple nitroalkenes release low levels of nitric oxide. UV and EPR measurements suggest but cannot confirm direct NO release from nitroalkenes. Given the biological activity of nitrated unsaturated fatty acids, these results suggest the possible metabolic conversion of nitroalkenes to NO.
