2505-66-0Relevant academic research and scientific papers
Ruthenium N-Heterocyclic Carbene Complexes for Chemoselective Reduction of Imines and Reductive Amination of Aldehydes and Ketones
Kathuria, Lakshay,Samuelson, Ashoka G.
supporting information, (2020/06/17)
Chemoselective reduction of imines to secondary amines is catalyzed efficiently by tethered and untethered, half-sandwich ruthenium N-heterocyclic carbene (NHC) complexes at room temperature. The untethered Ru-NHC complexes are more efficient as catalysts for the reduction of aldimines and ketimines than the tethered complexes. Using the best untethered complex as a catalyst, electronic and steric demands on the reaction was probed using a series of imines. Chemoselectivity of the catalyst towards imine reduction was tested by performing inter and intramolecular competitive reactions in a variety of ways. The catalyst exhibits a very high TON and TOF under anaerobic conditions.
Polyoxometalate catalyzed imine synthesis: Investigation of mechanistic pathways
Adhikary, Subhasis D.,Mandal, Debaprasad
supporting information, (2020/05/25)
The syntheses of imines by oxidative coupling of primary alcohols and amines were achieved by using 2 molpercent polyoxometalate (POM) Na12[WZn3(H2O)2(ZnW9O34)2] (Zn–WZn3) catalyst in the presence of t-BuOK and di-oxygen with excellent conversion (up to 100percent) and selectivity (up to 100percent). Non-noble metal-based POM catalyst in the presence of base represents a new reaction protocol for the selective synthesis of imine from both aromatic and aliphatic primary amines with functional group tolerance. Control experiment shows the formation of di-oxygen bind Zn–WZn3 activated species. The electron-density of POM is mostly situated on the surface oxygen atoms of W–O–W bonds which can engage the alcoholic OH group and helps for the imine selectivity in the second step of imine synthesis.
Synthesis and comparative study on the anti-corrosion potentials of some Schiff base compounds bearing similar backbone
Elemike, Elias E.,Nwankwo, Henry U.,Onwudiwe, Damian C.
, p. 233 - 242 (2018/12/13)
The synthesis of (E)-4-((p-tolylimino)methyl) phenol (TMPOL), (E)-4-((benzylimino)methyl) phenol (BMPOL) and (E)-4-((p-phenylimino)methyl) phenol (PMPOL) were carried out by the condensation reaction of 4-methylaniline, phenylmethanamine and aniline, respectively, with 4-hydroxybenzaldehyde. Molecular identities of the Schiff base compounds were probed using NMR (1H and 13C), Fourier transform infrared (FTIR) and mass spectroscopic techniques. The anticorrosion potency of the compounds was investigated for mild steel (MS) in 1 M HCl solution using electrochemical methods. Potentiodynamic polarization (PDP) data revealed that all three compounds were mixed-type inhibitors, with TMPOL showing remarkable cathodic effect at high inhibitor concentrations. Electrochemical impedance spectroscopy (EIS) data revealed improved adsorption of inhibitor species on mild steel surface at increased inhibitor concentrations with TMPOL, BMPOL and PMPOL reaching a maximum efficiency of 75, 88 and 74%, respectively. Scanning electron microscopy (SEM) reaffirmed the conditioning layer on the mild steel surface. Quantum chemical calculations provided molecular based explanations of the roles of heteroatoms and π electron centers on the corrosion inhibition activities of the studied compounds. The better anticorrosion activities of BMPOL compared to its isomeric compound (TMPOL) can be ascribed to the presence of a methylene linkage which enhanced the donor-acceptor interactions. The three inhibitors were inclined towards the Freundlich adsorption isotherm via a spontaneous chemical and physical adsorption of inhibitor molecules on the MS surface.
Synthesis of novel Schiff Bases containing acryloyl moiety and the investigation of spectroscopic and electrochemical properties
Silku, Pakize,?zkinali, Sevil,?ztürk, Zeynel,Asan, Abdurrahman,K?se, D. Ali
, p. 72 - 83 (2016/03/30)
A novel Schiff bases and their acryloyl derivatives were synthesized through the reaction of p-hydroxybenzaldehyde in order of with aniline, p-chloroaniline, p-nitroaniline, p-methylaniline and p-aminobenzoic acid. The structures of these compounds were characterised spectroscopic techniques such of IR, 1H NMR, 13C NMR and Mass spectroscopy. π→π?and n→π?transitions were determined via UV-vis spectroscopy studies performed in EtOH, CHCl3, and DMF. Furthermore, the inhibition efficiencies of these new compounds were investigated on the surface of steel within the solution of 0.1 M NaCl, 0.1 M NaOH and 0.10 M H2SO4 solution via cyclic voltammetry and Tafel extrapolation methods.
Redox chemistry, spectroelectrochemistry and catalytic activity of novel synthesized phthalocyanines bearing four schiff bases on the periphery
Karaca, Hüseyin
, p. 39 - 45 (2016/08/30)
The synthesis and characterization of novel metallophthalocyanines (M?=?Zn, Co) carrying four schiff base on four peripheral positions were realized. These complexes have been characterized by a combination of FT-IR, 1H NMR, HRMS and UV–Vis spectroscopy t
The evaluation of the role of C-H?F hydrogen bonds in crystal altering the packing modes in the presence of strong hydrogen bond
Kaur, Gurpreet,Singh, Sandhya,Sreekumar, Amritha,Choudhury, Angshuman Roy
, p. 154 - 169 (2015/11/18)
Interactions involving fluorine is an area of contemporary research. To unravel the importance of weak C-H?F hydrogen bonds and C-H?π interactions in organic compounds in the presence of strong hydrogen bond, a series of N-benzylideneanilines with simultaneously hydroxyl (-OH) and fluorine substitutions were synthesized for structural analysis. These compounds have been studied through experimental single crystal X-ray diffraction analysis and computational methods (Gaussian09 and AIM2000). The hydroxyl group present in all the molecules were found to form strong O-H?N hydrogen bond, but the spatial arrangement of the molecules connected by this hydrogen bond have been found to be controlled by the weak C-H?F and C-H?O hydrogen bonds, weak C-H?π and π?π interactions. This manuscript illustrates the importance of several weaker interactions in altering the packing modes in the presence of strong hydrogen bonds.
The antioxidant effect of imine resveratrol analogues
Lu, Jing,Li, Chang,Chai, Yun-Feng,Yang, De-Yu,Sun, Cui-Rong
supporting information; experimental part, p. 5744 - 5747 (2012/09/22)
Twenty five Imine resveratrol analogues (IRAs) were synthesized, replacing the CC bond in resveratrol with CN bond, as well as substitution modifications on aromatic rings. Radical scavenging activities against DPPH, along with singlet oxygen quenching capacities were evaluated, and further confirmed using density functional theory calculations (DFT). It was found that IRAs bearing ortho-OH on B ring have better radical scavenging activities against DPPH than resveratrol, these compounds were also found to be effective 1O 2 quenchers. Theoretical studies on the reaction mechanism of these compounds with 1O2 suggest that the 1,3-addition to a double bond with a -OH group with the formation of allylic hydroperoxide is the most probable reaction route.
Antifungal and cytotoxic activities of some N-substituted aniline derivatives bearing a hetaryl fragment
Kouznetsov, Vladímir V.,Vargas Méndez, Leonor Y.,Sortino, Maximiliano,Vásquez, Yelkaira,Gupta, Mahabir P.,Freile, Mónica,Enriz, Ricardo D.,Zacchino, Susana A.
, p. 794 - 809 (2008/09/17)
Diverse N-substituted anilines bearing hetaryl fragments were easily prepared from corresponding aldimines derived from commercially available aromatic aldehydes and anilines. 2-Furyl substituted anilines showed very good antifungal activities against dermatophytes, particularly against Trichophyton rubrum (MIC = 3.12-6.25 μg/mL). In addition, all active compounds, 45-47, 73, and 74, were tested for cytotoxic activities against breast (MCF-7), lung (H-460), and central nervous system (SF-268) human cancer cell lines with the NCI-anticancer-drug screen. The activity of amines described in this paper, along with the low toxicity of most of them, shows promise for the future development of non-toxic new antimycotic agents.
Model systems for molecular recognition at interfaces: Synthesis and characterisation of functionalised disulfides with hydrogen-bonding properties
Steinbeck, Martin,Ringsdorf, Helmut
, p. 1193 - 1194 (2007/10/03)
A series of symmetrical alkane disulfides bearing derivatives of barbituric acid and 2,4,5,6-tetraaminopyrimidine, respectively, as headgroups are synthesised, which can be used for the preparation of functionalised monolayers on gold.
Benzylideneaniline derivatives
-
, (2008/06/13)
This invention describes a method of treating inflammation in warm blooded animals by topically administering an effective amount of benzylideneaniline or its derivatives.
