33577-29-6Relevant academic research and scientific papers
Synthesis, characterization and biological studies of a sterically hindered symmetrical nitrogen donor ligand and its metal complexes
Arish, D.,Bhuvanesh, N.,Kumaresan, S.,Shiju, C.
, (2021/06/15)
A new sterically hindered Schiff base ligand (SN-NNDMB) was synthesized from meso-1,2-diphenyl ethylenediamine (meso-stien) and 4-N,N′-dimethylaminobenzaldehyde. Its structure was determined by single-crystal X-ray diffraction data. The crystal structure of the organic ligand was found to be triclinic, space group P-1 with a = 6.1407(8) ?, b = 8.8372(12) ?, c = 12.0006(15) ?, α = 103.882(7)°, β = 95.325(8)°, γ = 91.082(7)°, F(0 0 0) = 254, Dc = 1.253 Mg/m3, μ = 0.571 mm?1, R = 0.0399, and wR = 0.1019. Co, Ni, Cu and Zn complexes of SN-NNDMB were also prepared and characterized by elemental analysis, IR-, mass-, NMR- and electronic- spectra, magnetic moment, molar conductance, powder XRD, and TGA. The obtained results show that the Schiff base ligand acts as a bidentate, coordinated through the azomethine nitrogen atoms. According to the biotest such as Antimicrobial, DNA binding, DNA cleaving, Anti-tubercular, Anticancer, and SOD-like activity, the compounds showed better activity after chelation. The Cu(II)-SN-NNDMB complex showed the highest bioactive potential amonst the analyzed compounds.
Triptycene-Based Chiral and meso-N-Heterocyclic Carbene Ligands and Metal Complexes
Savka, Roman,Bergmann, Marvin,Kanai, Yuki,Foro, Sabine,Plenio, Herbert
supporting information, p. 9667 - 9675 (2016/07/14)
Based on 1-amino-4-hydroxy-triptycene, new saturated and unsaturated triptycene-NHC (N-heterocyclic carbene) ligands were synthesized from glyoxal-derived diimines. The respective carbenes were converted into metal complexes [(NHC)MX] (M=Cu, Ag, Au; X=Cl, Br) and [(NHC)MCl(cod)] (M=Rh, Ir; cod=1,5-cyclooctadiene) in good yields. The new azolium salts and metal complexes suffer from limited solubility in common organic solvents. Consequently, the introduction of solubilizing groups (such as 2-ethylhexyl or 1-hexyl by O-alkylation) is essential to render the complexes soluble. The triptycene unit infers special steric properties onto the metal complexes that enable the steric shielding of selected areas close to the metal center. Next, chiral and meso-triptycene based N-heterocyclic carbene ligands were prepared. The key step in the synthesis of the chiral ligand is the Buchwald–Hartwig amination of 1-bromo-4-butoxy-triptycene with (1S,2S)-1,2-diphenyl-1,2-diaminoethane, followed by cyclization to the azolinium salt with HC(OEt)3. The analogous reaction with meso-1,2-diphenyl-1,2-diaminoethane provides the respective meso-azolinium salt. Both the chiral and meso-azolinium salts were converted into metal complexes including [(NHC)AuCl], [(NHC)RhCl(cod)], [(NHC)IrCl(cod)], and [(NHC)PdCl(allyl)]. An in situ prepared chiral copper complex was tested in the enantioselective borylation of α,β-unsaturated esters and found to give an excellent enantiomeric ratio (er close to 90:10).
Enantioseparation of 1-arylethanols via a supramolecular chiral host consisting of N-(2-naphthoyl)-l-aspartic acid and an achiral diamine
Kodama, Koichi,Kanno, Ayaka,Sekine, Eriko,Hirose, Takuji
experimental part, p. 1877 - 1882 (2012/04/23)
A supramolecular chiral host consisting of N-(2-naphthoyl)-l-aspartic acid (L-1) and meso-1,2-diphenylethylenediamine (2) is effective in enantioseparation of 1-arylethanols (up to 96% ee with 100% inclusion ratio). Here we report three different methods to prepare the inclusion crystals and discuss the chiral recognition mechanism on the basis of X-ray crystallography results.
Design, synthesis, and biological evaluation of imidazoline derivatives as p53-MDM2 binding inhibitors
Hu, Chunqi,Li, Xin,Wang, Weisi,Zhang, Lei,Tao, Lulu,Dong, Xiaowu,Sheng, Rong,Yang, Bo,Hu, Yongzhou
experimental part, p. 5454 - 5461 (2011/10/30)
Three series of novel imidazoline derivatives were designed, synthesized, and evaluated for their p53-MDM2 binding inhibitory activities, and anti-proliferation activities against PC3, A549, KB, and HCT116 cancer cell lines. Five of the tested compounds showed enhanced p53-MDM2 binding inhibitory potency and anti-proliferation activities in comparison with that of Nutlin-1. Flow cytometric analysis indicated that compound 7c, one of the most potent p53-MDM2 binding inhibitors with a Ki value of 0.6 μM, showed its ability to arrest cell cycle progression.
Microwave enabled umpulong mechanism based rapid and efficient four- and six-component domino formations of 2-(2′-azaaryl)imidazoles and anti-1,2-diarylethylbenzamides
Jiang, Bo,Wang, Xiang,Shi, Feng,Tu, Shu-Jiang,Ai, Teng,Ballew, Austin,Li, Guigen
scheme or table, p. 9486 - 9489 (2010/03/04)
(Chemical Equation Presented) Concise and efficient six-component and four-component domino approaches to anti-1,2-diarylethylbenzamides and highly substituted 2-(2′-azaaryl)imidazoles have been developed under solvent-free and microwave-irradiation condi
Stereoselective synthesis of 1,2-diamino-1,2-diarylethane derivatives
Bessonov,Lozinskaya,Katashova,Proskurnina,Zefirov
, p. 211 - 214 (2007/10/03)
A procedure was developed for selective opening of the cis-2,4,5- triarylimidazoline ring to form erythro-1,2-diamino-1,2-diarylethane derivatives. These ring-opening products, erythro-ethylenediamine derivatives, can undergo quantitative isomerization to
