Synthesis of 9-substituted 1,8-dioxooctahydroxanthenes by using diethyl ethoxymethylenemalonate as a double Michael acceptor synthon

Tandem Michael addition/elimination/Michael addition/cyclization reactions of diethyl ethoxymethylenemalonate as a double Michael acceptor with cyclic ??-diketones furnished novel 9-substituted 1,8-dioxooctahydroxanthenes.     

An efficient synthesis of substituted bis(indolyl)methanes using sodium bromate and sodium hydrogen sulfite in water

Treatment of indole with substituted aldehyde in the presence of equimolar amount of sodium bromate and sodium hydrogen sulfite mixture in water yielded corresponding substituted bis(indolyl)methanes in good yields. This provides a facile and environmentally friendly method towards the synthesis of an important class of organic compounds.     

Metal ion-enriched polyelectrolyte complexes and their utilization in multilayer assembly and catalytic nanocomposite films

The mixing of Ag ion-doped poly(ethyleneimine) (PEI) and poly(acrylic acid) (PAA) produced Ag ion-doped polyelectrolyte complex particles (PECs) in solution. Positively charged Ag ion-doped PECs (Ag ion PECs) with a spherical shape were deposited alternatively with PAA to form a multilayer assembly. The multilayered film containing Ag ion PECs was reduced to generate a composite nanostructure. Metal nanoparticle (NP)-enriched nanocomposite films were formed by an additional process of the postadsorption of precursors on PECs within the nanocomposite films, which resulted in the enhancement of the catalytic and electrical properties of the composite films. Because the films contain PECs that are responsive to changes in pH and most of the NPs are embedded in the PECs, interesting catalytic properties, which are unexpected in a particle-type catalyst, were observed upon pH changes. As a result of the reversible structural changes of the films and the immobilization of the NPs within the films, the film-type catalysts showed enhanced performance and stability during catalytic reactions under various pH conditions, compared to particle-type catalysts.     

Synthesis of poly(4-vinyl pyridine-b-methyl methacrylate) by MAMA-SG1 initiated sequential polymerization and formation of metal loaded block copolymer inverse micelles

Well-defined poly(4-vinylpyridine) (P4VP) was synthesised by nitroxide-mediated radical polymerization using the BlocBuilder MAMA-SG1. The controlled character of the polymerization was confirmed by kinetic measurements and linear increase of the molar mass with monomer conversion. Poly(4-vinylpyridine) terminated with SG1 was then used as macroinitiator and chain extended to form poly(4-vinylpyridine-b-methyl methacrylate) and poly(4-vinylpyridine-b-(methyl methacrylate-co-styrene)) block copolymers. These block copolymers spontaneously organized into spherical inverse micelles in THF with critical micelle concentrations of 0.1 mg/mL for poly(4VP₁₉₀-b-MMA₉₁) and 0.01 mg/mL for poly(4VP₁₉₀-b-(MMA₅₇-co-S₁₈)) and sizes of 70 and 130 nm (DLS), respectively. The inverse micelles were loaded with copper(II)acetate leading to a slight increase in micelle size. The uniform structure of the inverse micelles was confirmed by FeSEM images, while the presence of copper in the micelle core was established by energy-dispersive X-ray spectroscopy (EDX) and FTIR spectroscopy.     

Determination of the singlet state lifetime of dissolved nitrous oxide from high field relaxation measurements

Longitudinal spin relaxation due to modulation of dipolar interactions often limits the development of hyperpolarized magnetic tracers. Recently, it has been demonstrated that transferring spin order to a singlet state significantly increases the polarization lifetimes in systems where nitrous oxide is dissolved in a liquid solvent. Additionally, previous studies have suggested that the longitudinal relaxation of nitrous oxide is largely dominated by the spin-rotation interaction. Models of spin-relaxation under Brownian motion nai?vely predict the angular momentum reorienting correlation time of the spin rotation interaction to be inversely proportional to the viscosity of the solution. This dependence implies the singlet lifetime can be lengthened by increasing the dissolving solvent's viscosity-an extension which is not observed. Our work formulates a model which describes the relaxation of nitrous oxide dissolved in various solvents. We investigate the effect of altering the temperature of the solvent, as well as the effect of varying solute-solvent interactions on the singlet state as well as the longitudinal polarization lifetime. We predict the singlet lifetime for nitrous oxide dissolved in several solvents by fitting rotational and angular momentum correlation times measured at high magnetic field, and relate singlet relaxation to translational diffusion constants.     

Reductive Coupling of Carbonyl Compounds to Pinacols with Zinc in THF-Saturated Aqueous Ammonium Chloride

Summary.  In the presence of metallic zinc, aldehydes and ketones experience reductive coupling in tetrahydrofuran-saturated aqueous ammonium chloride (5:3) to afford the corresponding pinacols in moderate to high yields. Received October 23, 2000. Accepted (revised) December 12, 2000     

New Triazinoindole Bearing Benzimidazole/Benzoxazole Hybrids Analogs as Potent Inhibitors of Urease: Synthesis,In Vitro Analysis and Molecular Docking Studies

Twenty-four analogs based on triazinoindole bearing benzimidazole/benzoxazole moieties (1–25) were synthesized. Utilizing a variety of spectroscopic methods, including ¹H-, ¹³C-NMR, and HREI-MS, the newly afforded compounds (1–25) were analyzed. The synthesized analogs were tested against urease enzyme (in vitro) as compared to the standard thiourea drug. All triazinoindole-based benzimidazole/benzoxazole analogs (1–25) exhibited moderate to excellent inhibition profiles, having IC₅₀ values of 0.20 ± 0.01 to 36.20 ± 0.70 μM when evaluated under the positive control of thiourea as a standard drug. To better understand the structure–activity relationship, the synthesized compounds were split into two groups, “A” and “B.” Among category “A” analogs, analogs 8 (bearing tri-hydroxy substitutions at the 2,4,6-position of aryl ring C) and 5 (bearing di-hydroxy substitutions at the 3,4-position of aryl ring C) emerged as the most potent inhibitors of urease enzyme and displayed many times more potency than a standard thiourea drug. Besides that, analog 22 (which holds di-hydroxy substitutions at the 2,3-position of the aryl ring) and analog 23 (bearing ortho-fluoro substitution) showed ten-fold-enhanced inhibitory potential compared to standard thiourea among category “B” analogs. Molecular docking studies on the active analogs of each category were performed; the results obtained revealed that the presence of hydroxy and fluoro-substitutions on different positions of aryl ring C play a pivotal role in binding interactions with the active site of the targeted urease enzyme.     

Synthesis and Crystal Structure of a new O,N Lithium Coordination Polymer

The reaction of 4‐Amino‐6‐methyl‐1, 2, 4‐triazine‐3(2H)‐thione‐5‐one (HAMTTO) with n‐butyl lithium in dimethoxyethane (DME) gives the complex [Li(DME)(AMTTO)] ( 1 ). 1 was characterized by elemental analysis, IR‐ and mass‐spectrometry and an X‐ray structure analysis [space group P2₁/n, Z = 4, lattice dimensions at —80 °C: a = 867.6(1), b = 1721.5(2), c = 931.8(1) pm, β = 112.81(1)°, R₁ = 0.0315. The complex is a coordination polymer along [001] with a zig‐zag arrangement.