3172-42-7Relevant academic research and scientific papers
Palladium-Catalyzed Regioselective C-Benzylation via a Rearrangement Reaction: Access to Benzyl-Substituted Anilines
Amézquita-Valencia, Manuel,Alper, Howard
supporting information, p. 16774 - 16778 (2016/11/17)
An unprecedented C-benzylation rearrangement reaction, catalyzed by palladium, is reported. The reaction proceeds by rearrangement leading to the direct synthesis of para or ortho benzyl-substituted N-methylanilines. The product is obtained in high regioselectivity, without the need to use a ligand for the catalytic process.
Substituent effects on the absorption and vibrational spectra of some 2-hydroxy Schiff bases: DFT/TDDFT, natural bond orbital and experimental study
Elroby,Aboud,Aziz,Hilal
, p. 414 - 427 (2015/08/06)
The electronic structure of salicylideneaniline (SA) and some of its derivatives are investigated both experimentally and theoretically. The equilibrium geometric structures of the studied compounds are determined at the B3LYP/6-311++Glevel of theory. A set of 12 substituted SA derivatives is considered in the present work. The choice of these substituents aims to create a push-pull system on the SA basic structure which would shade light onto its photo physics. The electronic absorption spectra of SA are recorded in the UV-VIS region, in both polar and nonpolar solvents. Assignments of the observed electronic transitions are facilitated via time-dependent density functional theory (TDDFT) computations at the same level of theory. Electronic configurations contributing to each excited state are identified and the relevant MOs are characterized. The extent of delocalization and intramolecular charge transfer are estimated and discussed in terms of natural bond orbitals (NBO) analysis and second order perturbation interactions between donor and acceptor MOs. Solvent effects on the electronic absorption spectra are discussed in terms of the difference in polarizabilities of the ground and excited states. FTIR spectra of SA and its derivatives are measured in KBr platelets. Detailed vibrational assignments are given based on the calculated potential energy distributions. "IR marker bands" that characterize the SA framework are identified. The effect of substituents, the nature of the characteristic "marker bands", and intensity quenching of some bands are discussed.
Synthesis, characterization and antimicrobial activity of copper(II) complexes of some ortho-substituted aniline schiff bases; Crystal structure of Bis(2-methoxy-6-imino)methylphenol copper(II) complex
Sobola, Abdullahi Owolabi,Watkins, Gareth Mostyn,Van Brecht, Bernadus
, p. 45 - 51 (2014/04/17)
This study presents the synthesis, characterization and antimicrobial activity of copper(II) complexes of some ortho-substituted aniline Schiff bases (L1-L8). The Schiff bases and their respective copper(II) complexes were characteri
Exploration of α-aminophosphonate N-derivatives as novel, potent and selective inhibitors of protein tyrosine phosphatases
Wang, Qingming,Zhu, Miaoli,Zhu, Ruiting,Lu, Liping,Yuan, Caixia,Xing, Shu,Fu, Xueqi,Mei, Yuhua,Hang, Qingwei
experimental part, p. 354 - 364 (2012/04/23)
Seventeen α-aminophosphonates are synthesized. Their compositions and structures are established by EA, UV, FT-IR, 1H NMR, 13C NMR, 31P NMR and ESI-MS. Compounds 1-4 are confirmed by X-ray crystallography. PTP inhibition shows compounds 1-5, 12, 15 are moderate competitive inhibitors with some selectivity. The most potent inhibitor is compound 5 with the lowest IC50 value about 6.64 μM against PTP1B, about 2-fold and 25-fold stronger than against TCPTP and PTP-MEG2 while it doesn't inhibit SHP-1 and SHP-2. The binding constant of 5 to PTP1B is 2.23 × 105 M-1 and binding ratio approximates 1:1. Cell viability and apoptosis assays indicate 5 is cell permeable with lower cytotoxicity. The results indicate α-aminophosphonates are possibly developed to effective and selective inhibitors of PTPs.
Halide substituted Schiff-bases: Different activities in methyltrioxorhenium(VII) catalyzed epoxidation via different substitution patterns
Altmann, Philipp,Cokoja, Mirza,Kühn, Fritz E.
experimental part, p. 51 - 55 (2012/03/11)
This report shows the influence of halide substituted Schiff-bases as ligands of methyltrioxorhenium (MTO) in epoxidation catalysis. Therefore, selected Schiff-bases were prepared by the reaction of hydroxy-benzaldehydes and aniline derivates. These differently substituted Schiff-bases were tested as MTO-ligands in cyclooctene-and 1-octene-epoxidation. Although no great disparities among the substitution patterns have been found, some conclusions can be drawn. Flourines are inferior to chlorines or bromines as substituents. Halides in ortho-position lead to higher activities than in para-or meta-position. The balance between electron donating and withdrawing influences at the Schiff-base plays a prominent role in their utility as ligand to MTO in epoxidation catalysis.
Synthesis, characterization and crystal structure studies of nickel(II) complexes with NO donor schiff base ligands
Vafazadeh, Rasoul,ZaGorji, Alire,Ansari, Sara,Willis, Anthony C.
, p. 897 - 903 (2013/02/22)
Four complexes of the type [Ni(N-substituted-salicydenaminato) 2], with bidentate Schiff base ligands (L1-L4), have been synthesized. The complexes were characterized by IR and elemental analysis methods. The solid state s
Synthesis and antifungal activity of some new 1, 2-benzisoxazole
Sareen,Khatri,Shinde,Chugh,Sareen
experimental part, p. 33 - 34 (2011/06/21)
Various 3H-N-substituted phenyl / thiazolyl 1,2-benzisoxazole have been synthesized by the reaction of schiffs base with DMSO-I2 in presence of H2SO4 and characterized by IR,NMR spectral studies and elemental analysis. These compounds showed significant activities against plant pathogenic fungi viz. Alterneria burnsii and Macrophomina phasiolina.
Synthesis, crystal structure and electronic properties of bis(N-2-bromophenyl-salicydenaminato)copper(II) complex
Vafazadeh, Rasoul,Hayeri, Vahid,Willis, Anthony C.
experimental part, p. 1810 - 1814 (2010/07/04)
A new series of complexes of the type bis(N-substituted-salicydenaminato)copper(II) (1-9), have been synthesized and characterized by IR, UV-Vis and elemental analysis methods. The molecular structure of bis(N-2-bromophenyl-salicydenaminato)copper(II) (6)
Reinvestigation of alternative method for the preparation of dibenz[b,f][1,4]oxazepine
Fakhraian, Hossein,Nafary, Yaser
experimental part, p. 988 - 992 (2009/12/06)
(Chemical Equation Presented) Two distinct alternative methods using different starting materials for the preparation of dibenz[b,f] [1,4]oxazepine (7, CR) were reinvestigated. The possibility of trans-cis conversion of the Schiff base 5 (produced from 1 and 2) is considered the favorable orientation that leads to cyclization (production of 7). Fluoro derivative of 1 afforded excellent and more convenient conditions for the one pot preparation of high yield pure 7. The presence of only trans configuration for the imine 6 (produced from 3 with 4) and the impossibility of its conversion to cis, makes it inadequate for the preparation of 7.
Ortho-substituted aniline-N-salicylidenes as corrosion inhibitors for zinc in sulphuric acid
Desai,Talati,Shah, Neesha K.
, p. 3027 - 3035 (2007/10/03)
The corrosion of zinc in sulphuric acid containing different o-substituted aniline-N-salicylidenes has been studied with respect to inhibitor and acid concentration, period of exposure and temperature. All the five compounds studies show high (95-97%) inhibitive efficiency. At 0.5% inhibitor concentration in 0.5 M acid, the order of efficiency is: o-HNS (95.5%) o-CNS (96.8%) o-AnNS (99.7%) ≤ o-TNS (99.8%) ≤ ANS (99.9%). The activation energies are higher in inhibited than in uninhibited acid. It appears that an efficient inhibitor is characterized by a relatively greater decrease in the free energy of adsorption. Galvanostatic polarization studies indicate that these are mixed type inhibitors with predominant action on the local cathodes. Cathodic protection in the presence of these inhibitors has been studied. The inhibitors appear to function through adsorption due to the presence of the imine (-C=N-) group and conjugated double bonds.
