Search results for "pyridinium"
showing 10 items of 292 documents
A Modular Synthesis of Polysubstituted Indolizines
2012
The N-alkylation of pyridines with cyanohydrin triflates or α-halonitriles furnishes 1-(1-cyanoalkyl)pyridinium salts that can react with nitroolefins under basic conditions to furnish polysubstituted indolizines. Overall, the indolizine core can be constructed from a pyridine, two aldehydes, and a nitroalkane, and no undesired functional groups remain in the products. When bromoacetonitrile was used for the N-alkylation, indolizine-3-carbonitriles were obtained instead. The pyridine component may be replaced by other azines, giving rise to related heterocyclic systems.
Inter- and Intramolecular Anodic Nucleophilic Substitutions of Porphyrins. Reactivity of the resulting products
2020
This manuscript presents the functionalization of porphyrins by anodic nucleophilic substitution (SNAn). After an introduction describing generalities on porphyrin, the 2nd chapter deals with the 2-step synthesis of primary aminoporphyrins. The 1st electrochemical step consists in oxidizing the porphyrin at the 1st oxidation potential in the presence of pyridine. The formed pyridinium-porphyrin is then transformed into an amine by opening the pyridinium fragment by nucleophilic attack of piperidine.The 3rd chapter presents the synthesis and redox reactivity of porphyrins substituted with one (or several) aromatic groups carrying an imine function (thiopyrimidine, quinoline and aminopyridine…
Multinuclear Magnetic Resonance Study of 2,4,6-Triarylpyridines, 1-Methyl-2,4,6-Triarylpyridinium, and 2,4,6-Triarylpyrylium Cations
1995
Abstract The H, 13C, 15N, and 19F NMR spectra of 2,4,6-triarylpyridines, 1-methyl-2,4,6-triarylpyridinium and 2,4,6-triarylpyrylium perchlorates have been studied. The H NMR signals of protons 3(5) in the heteroaromatic ring are deshielded due to the polarization of C-H bonds caused by delocalization of the positive charge in pyridinium and pyrylium cations. Generally, conformational and structural variations affect the 13C NMR chemical shifts of all carbons in the heteroaromatic ring. Those of carbons 3(5) can best be related to the electron-donating or electron-accepting ability of substituents. However, both electronic character of substituents and charge of heteroatom itself are needed …
Colorimetric determination of arylamines and sulphonamides by diazotization and coupling in a micellar solution
1989
Abstract The use of a micellar solution as a means for improving the colorimetric determination of arylamines by diazotization and coupling is studied. Sodium dodecylsulphate (SDS), Triton X-100 (TX-100) and N -cetylpyridinium chloride (NCPC), together with the diazotizable substances aniline and sulphanilic acid and the coupling agents 1-naphthylamine and N -(1-naphthyl)ethylenediamine are used as model compounds. The protonation constants of the dyes follow the order SDS>H 2 O>TX-100>NCPC. In an SDS micellar solution the coupling rate increases greatly, allowing the rapid formation of the protonated dyes in an acetate buffer. Other advantages are the possibility of analysing very non-pola…
Spectrophotometric Determination of the Antihistamines, Carbinoxamine Maleate and Doxylamine Succinate, in anN-Cetylpyridinium Chloride Micellar Medi…
1996
Abstract The pyridine antihistamines carbinoxamine maleate and doxylamine succinate were derivatized by hydrolysis with cyanogen bromide and coupling with aniline to form a polymethine dye, and determined by colorimetry. In a micellar cationic medium of N-cetylpyridinium chloride (NCPC), the reaction times were reduced and the sensitivities improved. In 0.1 M NCPC the apparent molar absorptivities of the derivatives were 5,900 and 3,500 M−1 cm−1, and the limits of detection (as 3s) were 8.6x10−7 M and 1.7x106 M, for carbinoxamine and doxylamine, respectively. The sensitivity was enhanced in a three- to six-fold factor with respect to a non-micellar medium. The reproducibility was 0.8% for 1…
Colorimetric method for the determination of vanadium with tannic acid in water and oils
1994
A new spectrophotometric method was developed to determine vanadium using tannic acid as a complexing reagent to form a coloured reaction product which can easily be extracted by 1-pentanol in the presence of cetylpyridinium. The developed method can successfully be applied to determine trace levels of 10 ng/ml of vanadium in natural waters without any preconcentration step. It can also determine less than 1 mg/kg of vanadium in edible oils and petroleum products.
Synthesis and characterization of vanadyl(IV) complexes of Schiff bases derived from anthranilic acid and salicylaldehyde (or its derivatives) or ace…
1997
Anhydrous, dimeric vanadyl(IV) complexes of Schiff bases derived from [1+1] condensation of salicylaldehyde (or its derivatives) and anthranilic acid, have been synthesized from CH3CN and were characterized by elemental analysis, FTIR, EPR, absorption, TGA, cyclic voltammetry and room temperature magnetic susceptibility measurements. These complexes were found to be oxidized by air in polar solvents like MeOH and DMF to V-V products. The E(1/2) values were found to be around 660 mV indicating that the carboxylate group favours vanadyl(IV) binding when compared to the alkoxo-bound vanadium complexes. Oxidative instability of these complexes are dependent on the substituent on the salicylalde…
2-(Benzylsulfanyl)pyridineN-oxide
2008
In the title compound, C12H11NOS, the dihedral angle between the oxopyridinium and phenyl rings is 58.40 (1)°. The crystal structure is stabilized by C—H...O hydrogen bonds, π–π stacking interactions involving the pyridinium rings [centroid–centroid distance = 3.6891 (9) Å] and C—H...π interactions.
Contribution of Molecular Structure to Self-Assembling and Biological Properties of Bifunctional Lipid-Like 4-(N-Alkylpyridinium)-1,4-Dihydropyridines
2019
The design of nanoparticle delivery materials possessing biological activities is an attractive strategy for the development of various therapies. In this study, 11 cationic amphiphilic 4-(N-alkylpyridinium)-1,4-dihydropyridine (1,4-DHP) derivatives differing in alkyl chain length and propargyl moiety/ties number and position were selected for the study of their self-assembling properties, evaluation of their cytotoxicity in vitro and toxicity on microorganisms, and the characterisation of their interaction with phospholipids. These lipid-like 1,4-DHPs have been earlier proposed as promising nanocarriers for DNA delivery. We have revealed that the mean diameter of freshly prepared nanoparti…
A noncentrosymmetric crystal structure of a zwitterionic compound, pyridinium 5,7-dihydro-5,7-dioxo-6H-cyclopenta[b]pyridin-6-ylide, realized by weak…
2009
Abstract Crystal structures of pyridinium 1,3-dihydro-1,3-dioxo-2 H -inden-2-ylide (PI) of a zwitterionic molecule and its nitrogen substituted compounds, 4N-PI and 5N-PI, were solved with X-ray diffraction analyses. Whereas PI and 5N-PI showed centrosymmetric crystal structures, 4N-PI demonstrated a noncentrosymmetric crystal structure where all the molecules orient to almost the same direction. To elucidate the stability of such a polarized structure, we examined interatomic close contacts among the nearest neighbor molecules in the crystals and calculated intermolecular interaction energies with relation to those contacts. As a result, the noncentrosymmetric crystal structure of 4N-PI tu…