7191-90-4Relevant academic research and scientific papers
The curious case of salicylidene-based fluoride sensors: Chemosensors or chemodosimeters or none of them
Dey, Sandeep Kumar,Janiak, Christoph
, p. 14689 - 14693 (2020)
Fluoride-ion induced hydrolysis of imine (CN) bonds has not been documented in the literature, in spite of the numerous salicylidene-based fluoride sensors studied over the years. Herein, we have proposed a mechanism for fluoride-ion induced hydrolysis of salicylidene compounds (SL and CL1-3) based on 1H-NMR, 19F-NMR, LC-MS and UV-vis spectroscopy experiments.
Synthesis and evaluation of 2-aryl-1H-benzo[d]imidazole derivatives as potential microtubule targeting agents
Lee, Jung-Seop,Nimse, Satish Balasaheb,Shinde, Pramod B.,Song, In-ho,Song, Keum-soo,Warkad, Shrikant Dashrath,Yeom, Gyu Seong
, (2022/01/20)
Microtubule targeting agents (MTAs) are the potential drug candidates for anticancer drug discovery. Disrupting the microtubule formation or inhibiting the de-polymerization process by a synthetic molecule can lead to an excellent anticancer drug candidat
Reactions of pyridoxal with aromatic diamines
Bagautdinova, Roza Kh.,Kibardina, Lyudmila K.,Burilov, Alexander R.,Strelnik, Anna G.,Pudovik, Mikhail A.
, p. 326 - 330 (2020/05/04)
[Figure not available: see fulltext.] Pyridoxal monoimines were obtained by the reaction of pyridoxal with aromatic diamines. A change in the ratio of the reagents or introduction of another aromatic aldehyde into the reaction leads to the formation of sy
COLORANT COMPOSITION, PHOTOSENSITIVE RESIN COMPOSITION, PHOTO RESIST, COLOR FILTER, AND DISPLAY DEVICE
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Paragraph 0239-0242, (2020/08/14)
The color material composition of claim 1, wherein the compound is represented by the following formula. A photosensitive material, a color filter and a display device are provided. (by machine translation)
Three-Way Chemoselectivity Switching through Coupled Equilibria
Puangsamlee, Thamon,Miljani?, Ognjen ?.
supporting information, p. 5900 - 5904 (2020/08/05)
Controlling the chemoselectivity of reactions operating on complex mixtures, including those found in biological and petrochemical feedstocks or in the primordial soup from which life emerged, is generally challenging. The selectivity of imine oxidation c
Transition metal molecular glasses by design: Mexylaminotriazine-functionalized salicylaldehyde imine ligands
Jokar, Mahboubeh,Cherry, Michael,Scott, Jennifer,Lebel, Olivier
, p. 8694 - 8703 (2019/06/14)
Mexylaminotriazines are a novel class of small molecules capable of forming stable glassy phases. When covalently linked to a variety of small molecules, mexylaminotriazines possess the ability to introduce resistance to crystallization and yield stable g
Inhibition of copper-mediated aggregation of human γD-crystallin by Schiff bases
Chauhan, Priyanka,Muralidharan, Sai Brinda,Velappan, Anand Babu,Datta, Dhrubajyoti,Pratihar, Sanjay,Debnath, Joy,Ghosh, Kalyan Sundar
, p. 505 - 517 (2017/06/05)
Abstract: Protein aggregation, due to the imbalance in the concentration of Cu2+ and Zn2+ ions is found to be allied with various physiological disorders. Copper is known to promote the oxidative damage of β/γ-crystallins in aged eye lens and causes their aggregation leading to cataract. Therefore, synthesis of a small-molecule ‘chelator’ for Cu2+ with complementary antioxidant effect will find potential applications against aggregation of β/γ-crystallins. In this paper, we have reported the synthesis of different Schiff bases and studied their Cu2+ complexation ability (using UV–Vis, FT-IR and ESI-MS) and antioxidant activity. Further based on their copper complexation efficiency, Schiff bases were used to inhibit Cu2+-mediated aggregation of recombinant human γD-crystallin (HGD) and β/γ-crystallins (isolated from cataractous human eye lens). Among these synthesized molecules, compound 8 at a concentration of 100 μM had shown ~95% inhibition of copper (100?μM)-induced aggregation. Compound 8 also showed a positive cooperative effect at a concentration of 5–15 μM on the inhibitory activity of human αA-crystallin (HAA) during Cu2+-induced aggregation of HGD. It eventually inhibited the aggregation process by additional ~20%. However, ~50% inhibition of copper-mediated aggregation of β/γ-crystallins (isolated from cataractous human eye lens) was recorded by compound 8 (100 μM). Although the reductive aminated products of the imines showed better antioxidant activity due to their lower copper complexing ability, they were found to be non-effective against Cu2+-mediated aggregation of HGD. Graphical Abstract: [Figure not available: see fulltext.]
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.
One-pot two-step mechanochemical synthesis: Ligand and complex preparation without isolating intermediates
Ferguson, Michael,Giri, Nicola,Huang, Xu,Apperley, David,James, Stuart L.
, p. 1374 - 1382 (2014/03/21)
Although the use of ball milling to induce reactions between solids (mechanochemical synthesis) can provide lower-waste routes to chemical products by avoiding solvent during the reaction, there are further potential advantages in using one-pot multistep syntheses to avoid the use of bulk solvents for the purification of intermediates. We report here two-step syntheses involving formation of salen-type ligands from diamines and hydroxyaldehydes followed directly by reactions with metal salts to provide the corresponding metal complexes. Five salen-type ligands 2,2′-[1,2-ethanediylbis[(E)- nitrilomethylidyne]]bis-phenol, 'salenH2', 1; 2,2′-[(±)- 1,2-cyclohexanediylbis-[(E)-nitrilomethylidyne]]bis-phenol, 2; 2,2′-[1,2-phenylenebis(nitrilomethylidyne)]-bis-phenol, 'salphenH 2' 3; 2-[[(2-aminophenyl)imino]methyl]-phenol, 4; 2,2′-[(±)-1,2-cyclohexanediylbis[(E)-nitrilomethylidyne]]-bis[4, 6-bis(1,1-dimethylethyl)]-phenol, 'Jacobsen ligand', 5) were found to form readily in a shaker-type ball mill at 0.5 to 3 g scale from their corresponding diamine and aldehyde precursors. Although in some cases both starting materials were liquids, ball milling was still necessary to drive those reactions to completion because precipitation of the product and or intermediates rapidly gave in thick pastes which could not be stirred conventionally. The only ligand which required the addition of solvent was the Jacobsen ligand 5 which required 1.75 mol equivalents of methanol to go to completion. Ligands 1-5 were thus obtained directly in 30-60 minutes in their hydrated forms, due to the presence of water by-product, as free-flowing yellow powders which could be dried by heating to give analytically pure products. The one-armed salphen ligand 4 could also be obtained selectively by changing the reaction stoichiometry to 1:1. SalenH21 was explored for the one-pot two-step synthesis of metal complexes. In particular, after in situ formation of the ligand by ball milling, metal salts (ZnO, Ni(OAc)2·4H2O or Cu(OAc) 2·H2O) were added directly to the jar and milling continued for a further 30 minutes. Small amounts of methanol (0.4-1.1 mol equivalents) were needed for these reactions to run to completion. The corresponding metal complexes [M(salen)] (M = Zn, 6; Ni, 7; or Cu, 8) were thus obtained quantitatively after 30 minutes in hydrated form, and could be heated briefly to give analytically pure dehydrated products. The all-at-once 'tandem' synthesis of [Zn(salen)] 6 was also explored by milling ZnO, ethylene diamine and salicylaldehyde together in the appropriate mole ratio for 60 minutes. This approach also gave the target complex selectively with no solvent needing to be added. Overall, these syntheses were found to be highly efficient in terms of time and the in avoidance of bulk solvent both during the reaction and for the isolation of intermediates. The work demonstrates the applicability of mechanochemical synthesis to one-pot multi-step strategies.
Synthesis of 2-aminoquinoxalines via one-pot cyanide-based sequential reaction under aerobic oxidation conditions
Cho, Yeon-Ho,Kim, Kyung-Hee,Cheon, Cheol-Hong
, p. 901 - 907 (2014/03/21)
A highly efficient synthesis of 2-aminoquinoxalines has been developed via the one-pot two-step cyanide-mediated sequential reactions of ortho-phenylenediamines with aldehydes under aerobic oxidation conditions. A variety of substrates, including aliphati
