Preparation and properties of copper tetra-4-[(4′-carboxy)phenylamino]phthalocyanine

Interaction of 4-nitrophthalonitrile with 4-aminobenzoic acid in dimethylsulfoxide in the presence of potassium carbonate has led to 4-[(4′-carboxy)phenylamino]phthalonitrile. From the latter, copper tetra-4-[(4′-carboxy)phenylamino]phthalocyanine has been prepared via the template synthesis. The spectral properties of the product have been studied. It has been demonstrated that in aqueous alkaline solutions the complex associates, whereas in dimethylformamide it predominantly exists in the monomeric form.     

Kinetics of bimolecular oxidation of anthracene with singlet molecular oxygen (1Δg) in organic and aqueous-organic media and in water

The kinetics of photosensitized oxidation of anthracene with singlet molecular oxygen (¹??_g) in organic and aqueous-organic media were studied. The bimolecular rate constant of the reaction was determined, and its relation to solvent properties was revealed. On the basis of the obtained data, the empirical reaction rate constant in water was estimated at 2.3 × 10⁶ l mol^?1 s^?1.     

Investigation of supramolecular inclusion complexes with β-cyclodextrin of 1-(2-ethoxyethyl)-4-(pentyn-1-yl)-4-hydroxypiperidine and 1-(2-ethoxyethyl)-4-(pentyn-1-yl)-4-benzoyloxypiperidine oxalate by NMR spectroscopy

A comparative analysis of ¹H and ¹³C NMR spectra of 1-(2-ethoxyethyl)-4-(pentyn-1-yl)-4-hydroxypiperidine, 1-(2-ethoxyethyl)-4-(pentyn-1-yl)-4-benzoyloxypiperidine oxalate and their inclusion complexes with β-cyclodextrin was performed. The differences in values of chemical shifts of ¹H and ¹³C nuclei of the substrates and the receptor in the inclusion complexes were determined. It was found that the formation of complexes of 1-(2-ethoxyethyl)-4-(pentyn-1-yl)-4-hydroxypiperidine and 1-(2-ethoxyethyl)-4-(pentyn-1-yl)-4-benzoyloxypiperidine oxalate with β-cyclodextrin was accompanied by insertion of one N-ethoxyethyl fragment of the substrate molecule into the inner sphere of one molecule of the receptor.     

Synthesis,Structure and Biological Activities of 2-(1H- 1,2,3-Benzotriazol-1-yl)-1-(4-methylphenyl)-2- (1H-1,2,4-triazol-1-yl)-1-ethanone

IntroductionTriazole derivatives have become the most rapidlyexpanding group of antifungal compounds with advanta-ges of lowtoxicity, high oral bioavailability and broad-spectrum antifungal activity, which can be used againstfungi including most yeasts an…     

Synthesis and ozonization of (+)-4α-(1-trimethylsilyloxyethen-1-yl)-2-carene

(+)-4-(1-Trimethylsilyloxyethen-1-yl)-2-carene was synthesized, and the products of its ozonization were identified.Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 10, pp. 1984–1987, October, 1995.     

Synthesis and mesomorphic properties of 2-(4′-alkoxybiphenyl-4-yl)-1H-benzimidazole derivatives

Three series of 2-(4′-alkoxybiphenyl-4-yl)-1H-benzimidazole derivatives (nM-x), which possessed 5-nitrobenzimidazole (nM-N series), benzimidazole (nM-H series) or 5-methylbenzimidazole (nM-M series) units at the end of the molecule, were synthesised and characterised by infrared, ¹H- and ¹³C-nuclear magnetic resonance spectra, electrospray ionisation-mass spectrometry and elemental analysis. Their phase transition behaviour was investigated by differential scanning calorimetry, polarising optical microscopy and X-ray diffraction. All the compounds exhibited enantiotropic smectic mesophases with wide temperature domains for a carbon number in the alkoxy chain from 6 to 16, where the mesophase ranges were 14–91°C and 17–99°C during heating and cooling processes for the nM-N compounds, 7–25°C and 8–49°C for the nM-H compounds and 48–81°C and 52–85°C for the nM-M compounds, respectively. The effect of the length of alkoxy chain on mesomorphic properties was discussed. The nM-N and nM-M exhibited a much wider mesophase range whether during heating or cooling process than the corresponding nM-H series, especially for the longer terminal chain (n > 8), which indicated that the substituent in the benzimidazole moiety was helpful in increasing the mesophase stability.     

Synthesis and Structure of 2-(1Н-Indol-1-yl)-6-ferrocenyl-4-(2-chloroimidazo[1,2-a]pyridin-3-yl)pyrimidine

A 2,4,6-trisubstituted pyrimidine including a 2-(1H-indol-1-yl) substituent was synthesized by the reaction of 1-ferrocenyl-3-(2-chloroimidazo[1,2-a]pyridin-3-yl)propanone with 2,5-dimethoxytetrahydrofuran. The structure of the synthesized compound was confirmed by IR and ¹Н NMR spectroscopy, and X-ray diffraction analysis. It has been shown that the ferrocene-containing compounds synthesized in the present work all demonstrate intramolecular charge transfer which is evidenced by the observation of the corresponding absorption bands with λ ^abs_max > 480 nm. The oxidation potential of ferrocene (E ^Fc_ox ) in all the compounds is higher than 700 mV.

     

Synthesis, Crystal Structure and Biological Activities of 2- （4-Fluorophenyl） -2-oxo-1-（1H-1,2,4-triazol-1-yl） ethyl morpholine-4-carbodithioate

The title compound, 2-（ 4-fluorophenyl ） -2-oxo-1-（ 1H-1, 2,4-triazol-1-yl ） ethyl morpholine-4-carbodithioate, was synthesized and its structure was confirmed by means of IR, MS, 1 H NMR and elemental analysis. The single crystal structure of the title compound was determined by X-ray diffraction. The preliminary biological test showed that the synthesized compound possesses some biological activities.     

Syntheses,Structure and Biological Activities of 2-(1H-Benzo [1,2,3]triazole-1-yl)-1-(3-methyl-4-bromobiphenyl)-2-(1H-1,2,4-triazole-1-yl)ethanone

Introduction1,2,4-Triazole derivatives represent an interesting class of heterocyclic compounds[1]and have become the most rapidly expanding group of antifungal compounds with the advantages of toxicity, high oral bioavailabi-lity, and broad spectrum of a…     

Synthesis and Crystal Structure of N′-(4-fluorobenzylidene)-2-(1H-1,2,4-triazole-1-yl)acetohydrazide

IntroductionBoth triazole derivatives and Schiff base have beenreported to possess significant antifungal[1—3]and plantgrowth regulatory activities[4—6].Triazole drugs are alsovery common in the medical field,which has given animmense impetus to the res…     

The molecular and crystal structure of N-(4-n-butyloxybenzylidene)-4′-ethylaniline (4O.2) and N-(4-n-heptyloxybenzylidene)-4′-hexylaniline (7O.6)

Abstract

The molecular and crystal structure of N-(4-n-butyloxybenzylidene)-4′-ethylaniline (4O.2) and the homologue N-(4-n-heptyloxybenzylidene)-4′-hexylaniline (7O.6) have been solved (at room temperature) by direct methods. The crystals of both compounds belong to the triclinic system with space group P1 with two molecules per unit cell. 4O.2: a = 5·531(2), b = 7·592(3), c = 19·746(7) Å, α = 86·66(2), β = 88·15(2), γ = 90·29(2)° 7O.6: a = 5·420(2), b = 8·307(3), c = 28·057(7) Å, α = 91·69(2), β = 89·76(2), γ = 108·02(2)°. The structures were refined by full-matrix least-squares calculations to R = 0·036 for 2297 observed reflections for 4O.2 and to R = 0·037 for 2150 reflections for 7O.6. The conformations in the asymmetric units of the two compounds differ considerably: The planes of the two phenyl rings of 4O.2, forming the mesogenic core of the molecule, are twisted at 61·2° to each other and the butoxy group contains a gauche conformation. In contrast the heptoxy chain of 7O.6 forms an all trans-conformation which lies almost in one plane with the two coplanar phenyl rings. The hexyl group also exists in an extended form, in a plane which is rotated against the plane of the mesogenic unit. The packing in the crystalline state of the two homologues exhibits a layered structure along c*; in 4O.2 these layers are separated, but in 7O.6 they are interdigitated. The compensation of the dipole moments of the C?O?C and C?N?C bonds occurs similarly in both structures: molecular orientations parallel to the a, c-plane in which the long axes of the molecules points in the same direction are packed in antiparallel fashion along b*.     

Crystal structure of tetra(μ-acetato)-bis{[1-ethyl-3-(pyridine-2-yl)carbamide]copper}

The crystal structure of tetra(μ-acetato)-bis{[1-ethyl-3-(pyridine-2-yl)carbamide]copper} Cu₂(L)₂(CH₃COO)₄ (I), where L is 1-ethyl-3-(pyridine-2-yl)carbamide, is determined. The asymmetric unit cell of the crystal structure of I contains a copper complex with two acetate ions and a monodentate molecule of 1-ethyl-3-(pyridine-2-yl)carbamide, which is coordinated via the pyridine nitrogen atom. Due to the symmetry center, binuclear complexes form in the crystal, in which the acetate ions act as bridges between the metal atoms. In them, the coordination polyhedron of the central copper atoms represents an almost ideal tetragonal pyramid. Its base is formed from the oxygen atoms of acetate ions. In the crystal of the binuclear complex, hydrogen bonds form between the acetate ions and the L ligand along with an intramolecular hydrogen bond, which stabilize the conformation of the organic L molecule. Between the neighboring complexes in the crystal, the van der Waals interaction occurs.     

Synthesis of 3-(2-(4-Chlorophenylimino)-3-(4-chlorophenyl)-2,3-dihydrothiazol-4-yl)-2 h-Chromen-2-one via Multicomponent Approach

A simple and highly efficient one-pot, three-component synthesis of 3-(2-(4-chlorophenylimino)-3-(4-chlorophenyl)-2,3-dihydrothiazol-4-yl)-2H-chromen-2-ones has been reported by the reaction of 3-(2-bromoacetyl)-2H-chromen-2-one, primary amines, and phenyl isothiocyanates in presence of dimethylformamide as a solvent. The structures of newly synthesized compounds were confirmed by their analytical and spectral data.     

Tansition metal complexes with 2-(1-(carboxymethyl)-2-methyl-1H-benzimidazol-3-ium-3-yl)acetate (HL): Synthesis and crystal structure of [Co(L)2(H2O)4] · 6H2O and [Cu(L)2(H2O)2] · 4H2O

Transition metal complexes of 2-(1-(carboxymethyl)-2-methyl-1H-benzimidazol-3-ium-3-yl)acetate (HL), namely [Co(L)₂(H₂O)₄] · 6H₂O (I) and [Cu(L)₂(H₂O)₂] · 4H₂O (II), have been synthesized by a hydrothermal procedure and characterized by X-ray crystallography, CIF files CCDC nos. 1007524 (I), 1007525 (II). Both I and II are mononuclear molecules. In I, the Co²⁺ ion is in octahedral coordiantion environment and surrounded by four O atoms from water molecules and two carboxylate O atoms of two deprotonated ligand (L^?) occupied six culmination. While in II, the Cu²⁺ ion is located in a square-planar geometry, bounded to two aqua O atoms and two carboxylate O atoms from L^?.     

Collision induced absorption in the a1Δ(v = 2) ← X3Σg(-)(v = 0) band of molecular oxygen

Using cavity ring-down spectroscopy we measured the collision induced absorption spectrum associated with the a(1)Δ(v = 2) ←X(3)Σ(g)(-)(v = 0) band of oxygen near 922 nm both in pure oxygen and in mixtures of oxygen and nitrogen. For pure oxygen, we report for this band an integrated absorption of (1.56 - 0.04/+0.40) × 10(-5) cm(-2) amg(-2). We find that collisions between oxygen and nitrogen do not result in any measurable CIA signal. At 1 bar of oxygen, this collision induced transition is much stronger than the allowed magnetic dipole and electric quadrupole transitions.     

Synthesis of 1-(1-aryl-1H-1,2,3-triazol-4-yl)-β-carboline derivatives

Reaction of 5-methyl-1-aryl-1H-1,2,3-triazole-4-carbocylic acid chlorides with tryptamine derivatives afforded substituted 1-aryl-N-[2-(1H-indol-3-yl)ethyl]-5-methyl-1H-1,2,3-triazole-4-carboxamides. At heating these compounds in toluene in the presence of POCl₃ and P₂O₅ Bischler-Napieralski cyclization occurs giving 1-(1-aryl-5-methyl-1H-1,2,3-triazol-4-yl)-4,9-dihydro-3H-β-carbolines that can be transformed into β-carboline and tetrahydro-β-carboline derivatives.     

Click synthesis of N1-(β-D-ribofuranosyl)-C4-(coumarin-4″-yl)-1,2,3-triazoles

A series of eight N¹-(β-D-ribofuranosyl)-C⁴-(coumarin-4′′-yl)-1,2,3-triazoles have been synthesized by Cu(I)-catalyzed click reaction of 1-azido-1-deoxy-2,3,5-tri-O-benzoyl-β-D-ribofuranose with differently substituted 4-ethynylcoumarins followed by debenzoylation of the resulted N¹-(2′,3′,5′-tri-O-benzoyl-β-D-ribofuranosyl)-C⁴-(coumarin-4″-yl)-1,2,3-triazoles in 71 to 89% overall yields. The structures of all the synthesized compounds were established on the basis of their spectral data analysis that was further confirmed by X-ray data analysis of one of the model benzoylated compounds, i.e. N¹-(2′,3′,5′-tri-O-benzoyl-β-D-ribofuranosyl)-C⁴-(7″-isopropoxycoumarin-4″-yl)-1,2,3-triazole.     

Synthesis and Characterization of 4′-Bromomethyl-2-(N-trityl-1H-tetrazol-5-yl) Biphenyl

Biphenyl tetrazole ring is an important component of the Sartan family of novel drugs. 4′-Bromomethyl-2-(N-trityl-1H-tetrazol-5-yl)biphenyl was synthesized in this article from 4′-methyl-2-cyano-biphenyl through three steps. 4′-Methyl-2-cyano-biphenyl was reacted with azide ions with the help of ammonium chloride as catalyst in an autoclave with high conversion to afford the tetrazole compounds in 70.6% yield. After being protected by the trityl group with 92.6% yield, 4′-methyl-2-(N-trityl-1H-tetrazol-5-yl) biphenyl was brominated with N-bromosuccinimide (NBS) in cyclohexane with 2,2′-azo-isobutyronitrile (AIBN) acting as an initiator to provide the title compound in 83.8% yield.     

Synthesis of 2-(hydroxyphenylamino)- and 2-(aminophenylamino)-4-methylquinolines and N,N′-bis(4-methylquinolin-2-yl)benzenediamines

2-(Hydroxyphenylamino)- and 2-(aminophenylamino)-4-methylquinolines and N,N′-bis(4-methylquinolin-2-yl)benzenediamines were synthesized by reactions of 2-chloro-4-methylquinolines with o-, m-, and p-aminophenols and o-, m-, and p-phenylenediamines.