1968-81-6Relevant articles and documents
Substituent effects on the mesogenic benzylidenes of 4-methylaniline: Synthesis, characterization, DFT, NLO, photophysical, molecular docking, and antibacterial studies
Irudaya Jothi,Rajarathinam,Arun Viveke,Bosco Paul, M. Wilson
, (2021/11/18)
Substituted benzylidene anilines forming donor-π-acceptor (D-π-A) molecular systems are the models of molecular mesogenic cores for NLO applications. The effect of the benzylidene substituents on the sensitivity of the electronic properties of the azometh
Synthesis of novel Schiff bases using green chemistry techniques; antimicrobial, antioxidant, antiurease activity screening and molecular docking studies
Mermer, Arif,Demirbas, Neslihan,Uslu, Harun,Demirbas, Ahmet,Ceylan, Sule,Sirin, Yakup
, p. 412 - 422 (2019/01/21)
Schiff base derivatives were synthesized in this study via conventional, microwave irradiation and ultrasound sonication methods. Optimization conditions were examined for several parameter such as solvent, reaction time and yield. After determining the o
Micropores Induced Stereoselective Synthesis of E-imines: Synergistic Effect between Cerium Species and Micropores in CeAlPO-5 Molecular Sieves
Jin, Yangxin,Cao, Yali,Fang, Guoyong,Ruan, Fei,Ke, Qingping
, p. 3178 - 3181 (2019/07/04)
Metal-doped zeolitic microporous materials are often viewed as something extremely negative as catalysis for the reactions involving aromatic molecules because of severe diffusion limitation. For these reasons, many chemists aim to development of the large microporous or hierarchical micro-mesoporous zeolites as supports that allow for the access of the “bulky” reactants. But the “small” micropore with respect to an aromatic molecules-involving reaction is not always a negative point. Here we employed a hierarchical micro-mesoporous CeAlPO-5 molecular sieve (HP-CeAlPO-5) as the catalyst that can catalyze stereoselective synthesis of E-imines through the reaction of alcohols with amines. Control reactions, DFT calculations and GC-MS analyses demonstrated that the feature of the uniform “small” micropore in the HP-CeAlPO-5 catalyst play a key role in the stereoselective synthesis of E-imines. In addition, the reaction tolerates a broad range of alcohols and amines, and can be performed with as little as 0.89 mole percent catalyst in more than 90.6 percent yield and about 99.7 : 0.3 stereoselective ratio. This zeolitic catalyst provides a conceptually new and practical protocol to stereoselective synthesis of E-imine compounds.
Iron-Catalyzed Reductive Ethylation of Imines with Ethanol
Vayer, Marie,Morcillo, Sara P.,Dupont, Jennifer,Gandon, Vincent,Bour, Christophe
supporting information, p. 3228 - 3232 (2018/03/13)
The borrowing hydrogen strategy has been applied to the ethylation of imines with an air-stable iron complex as precatalyst. This approach opens new perspectives in this area as it enables the synthesis of unsymmetric tertiary amines from readily available substrates and ethanol as a C2 building block. A variety of imines bearing electron-rich aryl or alkyl groups at the nitrogen atom could be efficiently reductively alkylated without the need for molecular hydrogen. The mechanism of this reaction, which shows complete selectivity for ethanol over other alcohols, has been studied experimentally and by means of DFT computations.
Solvent-free synthesis of azomethines, spectral correlations and antimicrobial activities of some E-benzylidene-4-chlorobenzenamines
Suresh,Sakthinathan,Kamalakkannan,Ranganathan,Sathiyamoorthi,Mala,Arulkumaran,Vijayakumar,Sundararajan,Vanangamudi,Subramanian,Thirunarayanan,Vanaja,Kanagambal
, p. 275 - 290 (2015/07/27)
Some azomethines including substituted benzylidene-4-chlorobenzenamines (E-imines) have been synthesized by fly-ash: PTS catalyzed microwave assisted condensation of 4-chloroaniline and substituted benzaldehydes under solvent-free conditions. The yield of the imines has been found to be more than 85%. The purity of all imines has been checked using their physical constants and UV, IR and NMR spectral data. These spectral data have been correlated with Hammett substituent constants and F and R parameters using single and multi-linear regression analysis. From the results of statistical analysis, the effect of substituents on the above spectral data has been studied. The antimicrobial activities of all imines have been studied using standard methods.
Tris(acetylacetonato)rhodium(III)-catalyzed α-alkylation of ketones, β-alkylation of secondary alcohols and alkylation of amines with primary alcohols
Satyanarayana, Ponnam,Reddy, Ganapam Manohar,Maheswaran, Hariharasharma,Kantam, Mannepalli Lakshmi
supporting information, p. 1859 - 1867 (2013/07/19)
The tris(acetylacetonato)rhodium(III) catalyst is shown to be a versatile catalyst in the presence of DABCO (1,4-diazabicyclo[2.2.2]octane) as ligand for the α-alkylation of ketones followed by transfer hydrogenation, for the one-pot β-alkylation of secondary alcohols with primary alcohols and for the alkylation of aromatic amines in the presence of an inorganic base in toluene. Copyright
The first aza Diels-Alder reaction involving an α,β-unsaturated hydrazone as the dienophile: Stereoselective synthesis of C-4 functionalized 1,2,3,4-tetrahydroquinolines containing a quaternary stereocenter
Sridharan, Vellaisamy,Perumal, Paramasivan T.,Avendano, Carmen,Menendez, J. Carlos
, p. 1351 - 1353 (2008/01/01)
The reaction between aromatic imines and methacrolein dimethylhydrazone in the presence of 10% indium trichloride affords in good to excellent yields biologically and synthetically relevant 1,2,3,4-tetrahydroquinolines bearing a hydrazone function at C-4 in a one-pot process that involves the formation of two C-C bonds and the stereoselective generation of two stereocenters, one of them quaternary, and this constitutes the first example of an α,β-unsaturated dimethylhydrazone behaving as a dienophile in a hetero Diels-Alder reaction and the first vinylogous aza-Povarov reaction. This journal is The Royal Society of Chemistry.
Torsional vibration and central bond length of N-benzylideneanilines
Harada, Jun,Harakawa, Mayuko,Ogawa, Keiichiro
, p. 578 - 588 (2007/10/03)
The crystal structures of N-benzylideneaniline (1), N-benzylidene-4- carboxyaniline (2), N-(4-methylbenzylidene)-4-nitroaniline (3), N-(4-nitrobenzylidene)-4-methoxyaniline (4), N-(4-nitrobenzylidene)-4- methylaniline (5), W-(4-methoxybenzylidene)aniline (6) and N-(4- methoxybenzylidene)-4-methylaniline (7) were determined by X-ray diffraction analyses at various temperatures. In the crystal structures of all the compounds, an apparent shortening of the central C=N bond was observed at room temperature. As the temperature was lowered, the observed bond lengths increased to approximately 1.28 A at 90 K, irrespective of substituents in the molecules. The shortening and the temperature dependence of the C=N bond length are interpreted in terms of an artifact caused by the torsional vibration of the C - Ph and N - Ph bonds in the crystals. In the crystal structures of (1) and (7), a static disorder around the C=N bond was observed, which is also responsible for the apparent shortening of the C=N bond.
