Category: 14187-32-7

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Hollow circular compound-based inclusion complexes of an ionic liquid

Inclusion complex formation between hollow circular compounds, e.g. crown ethers, and an ionic liquid, 1-methyl-3-octylimidazolium tetrafluoroborate, in acetonitrile solvent is studied by means of conductivity measurements, IR spectra and NMR spectra. The results reveal the formation of 1 : 1 complexes between the crown ethers and ionic liquid molecules in acetonitrile. Crown ether complexes with electron-deficient imidazolium cations are formed by H-bond formation between the acidic protons of the imidazolium ring of the ionic liquid and the lone pair of electrons of the crown oxygen atom. In the case of dibenzo-18-crown-6, complexation is caused by H-bonding; however, pi-stacking or charge-transfer interactions also appear to have minor contributions to the complex formation. Thus, hydrogen bonding is mainly responsible for the complexation, and ion-dipole interactions also may be responsible for complex formation between ionic liquid molecules and the crown ethers. The interactions in the complexation are analyzed and discussed.

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Antitumor potential of crown ethers: Structure-activity relationships, cell cycle disturbances, and cell death studies of a series of ionophores

The present paper demonstrates the antiproliferative ability and structure-activity relationships (SAR) of 14 crown and aza-crown ether analogues on five tumor-cell types. The most active compounds were di-tert- butyldicyclohexano-18-crown-6 (3), which exhibited cytotoxicity in the submicromolar range, and di-tert-butyldibenzo-18-crown-6 (5) (IC50 values of ?2 muM). Also, 3 and 5 induced marked influence on the cell cycle phase distribution-strong G1 arrest, followed by the induction of apoptosis. A computational SAR modeling effort offers insight into possible mechanisms of crown ether biological activity, presumably involving penetration into cell membranes, and points out structural features of molecules important for this activity. The results reveal that crown ethers possess marked tumor-cell growth inhibitory activity, the extent of which depends on the characteristics of the hydrophilic macrocylic cavity and the surrounding hydrophobic ring. Our work supports the hypothesis that crown ether compounds inhibit tumor-cell growth by disrupting potassium ion homeostasis, which in turn leads to cell cycle perturbations and apoptosis.

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A catalyst don’t appear in the overall stoichiometry of the reaction it catalyzes, but it must appear in at least one of the elementary reactions in the mechanism for the catalyzed reaction. 14187-32-7, Name is Dibenzo-18-crown-6, molecular formula is C20H24O6. In a Article£¬once mentioned of 14187-32-7, Product Details of 14187-32-7

Electrochemically synthesized poly(crown-ethers); 13C NMR in the solid state structure determination

This paper deals with 13C NMR in the solid state of electrochemically synthesized doped and undoped poly(DB18C6).NMR spectra are consistent with a poly(triphenylene) structure.In the case of undoped polymers, spectra present lines of tetraalkylammonium cations introduced during the reduction treatment.Results give information about their relative mobility through the solid structure.Keywords: electropolymerization / poly(DB18C6) / 13C NMR spectra in the solid state / tetraalkylammonium cations

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Syntheses, structures, and physicochemical properties of diruthenium compounds of tetrachlorocatecholate with metal-metal bonded Ru3+(mu-OR)2Ru3+ and Ru3.5+(mu-OR)2Ru3.5+ Cores (R = CH3 and C2H5)

Metal-metal bonded Ru3+(mu-OR)2Ru3+ and Ru3.5+(mu-OR)2Ru3.5+ (R = CH3 and CH3CH2) compounds with tetrachlorocatecholate (Cl4Cat) have been synthesized in the corresponding alcohol, MeOH and EtOH, from a nonbridged Ru2+-Ru3+ compound, Na3[Ru2(Cl4Cat)4(THF)] ¡¤3H2O¡¤7THF (1). In alcohol solvents, compound 1 is continuously oxidized by oxygen to form Ru3+(mu-OR)2Ru3+ and Ru3.5+(mu-OR)2Ru3.5+ species. The presence of a characteristic countercation leads to selective isolation of either Ru3+(mu-OR)2Ru3+ or Ru3.5+(mu-OR)2Ru3.5+ as a stable adduct species. In methanol, Ph4PCl and dibenzo-18-crown-6-ether afford Ru3+ (mu-OMe)2Ru3+ species, [A]2[Ru2(Cl4Cat)4(mu-OMe) 2Na2(MeOH)6] ([A]+ = Ph4P+ (2), [Na(dibenzo-18-crown-6)(H2O)(MeOH)]+ (3)), while benzo-15-crown-5-ether provides a Ru3.5+ (mu-OMe)2Ru3.5+ species, [Na(benzo-15-crown-5)2][Ru2(Cl4Cat) 4(mu-OMe)2Na2(MeOH)6] (4). The air oxidation of 1 in a MeOH/EtOH mixed solvent (1:1 v/v) containing benzo-15-crown-5-ether provides a Ru3.5+(mu-OMe)2Ru3.5+ species, [Na(benzo-15-crown-5)(H2O)][Ru2(Cl4Cat) 2(mu-OMe)2Na2-(EtOH)2 (H2O)2(MeOH)2]¡¤(benzo-15-crown-5) (5). Similarly, the oxidation of 1 in ethanol with Ph4PCl provides a Ru3.5+(mu-OEt)2Ru3.5+ species, (Ph4P)[Ru2(Cl4Cat)4(mu-OEt) 2Na2(EtOH)6] (7). A selective formation of a Ru3+(mu-OEt)2Ru3+ species, (Ph4P)2[Ru2(Cl4Cat) 4(mu-OEt)2Na2(EtOH)2 (H2O)2] (6), is found in the presence of pyrazine or 2,5-dimethylpyrazine. The crystal structures of these compounds, except 2 and 7, have been determined by X-ray crystallography, and all compounds have been characterized by several spectroscopic and magnetic investigations. The longer Ru-Ru bonds are found in the Ru3+(mu-OR)2Ru3+ species (2.606(1) and 2.628(2) A for 3 and 6, respectively) compared with those of Ru3.5+(mu-OMe)2Ru3.5+ species (2.5260(6) A and 2.514(2) A for 4 and 5, respectively). These structural features and magnetic and ESR data revealed the electronic configurations of sigma2pi2delta*2delta 2pi*2 and sigma2pi2delta*2 delta2pi*1 for Ru3+(mu-OR)2Ru3+ and Ru3.5+(mu-OR)2Ru3.5+, respectively, in which the former is diamagnetic and the latter is paramagnetic with S = 1/2 ground state. Compound 5 forms a one-dimensional chain with alternating arrangement of a Ru3.5+ (mu-OMe)2Ru3.5+ unit and a free benzo-15 -crown-5-ether molecule by intermolecular hydrogen bonds (O(H2O)¡¤¡¤¡¤O(crown-ether) = 2.91-3.04 A). The cyclic voltammetry in DMF affords characteristic metal-origin voltammograms; two reversible and two quasi-reversible redox waves were observed. The feature of cyclic voltammograms for the Ru3+(mu-OR)2Ru3+ species (2, 3, and 6) and the Ru3.5+(mu-OR)2Ru3.5+ species (4 and 7) are similar to each other, indicating that both species are electrochemically stable. The isolation of the pyrazine-trans-coordinated species, [Ph4P][Ru(Cl4Cat)2(L)2] (L = pyrazine (8), 2,5-dimethylpyrazine (9)), revealed the selective isolation of 6 from pyrazine-containing solution. UV-vis spectral variation by ethanolysis for 9 demonstrated the selective conversion from the pyrazine-trans-coordinated species to the Ru3+(mu-OEt)2Ru3+ species without an oxidation to the Ru3.5+(mu-OEt)2Ru3.5+ species. This result suggests the presence of equilibrium between [Ru(Cl4Cat)2(L)2]- and Ru3+(mu-OEt)2Ru3+ species in the synthetic condition for 6.

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Crown Ethers as Guests of Cyclotetrachromotropylene in Water

The three crown ethers, 15-crown-5, 18-crown-6 and dibenzo<18>crown-6-, formed inclusion complexes with the cyclic tetramer host, cyclotetrachromotropylene, in water. Their stability constants K are 830, 510, and 8000 M-1 respectively at 25 deg C.

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The reaction rate of a catalyzed reaction is faster than the reaction rate of the uncatalyzed reaction at the same temperature.14187-32-7, Name is Dibenzo-18-crown-6, molecular formula is C20H24O6. In a Article£¬once mentioned of 14187-32-7, Recommanded Product: Dibenzo-18-crown-6

Thermodynamics of Dissolution and Solvation of Dibenzo-18-crown-6 in Water, Acetonitrile, and Their Mixtures at 298.15-318.15 K

UV spectrophotometry was used to determine the solubility of dibenzo-18-crown-6 in water, acetonitrile, and their mixtures (20, 40, 60, 80 wt% of acetonitrile) at 298.15, 308.15, and 318.15 K. The thermodynamic parameters of dissolution and solvation of the crown ether were calculated. The dependences of various energy characteristics of the crown ether on the composition of the mixed solvent were explained in terms of interparticle crown ether-solvent interactions by two mechanisms: H bonding and universal solvations.

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Polytopic Cation Receptors. III. Di- and Triloop Crown Hosts Having Aromatic Junctions. Synthesis, Cation Extraction, and Solid Complex Formation

A new type of crown compound (1-3) featuring an assembly of two or three individual macrorings with different ring size, rigidity, and donor atoms and having characteristic aromatic junctions is introduced.Syntheses are described and cation binding abilities of the compounds are evaluated by solvent extraction technique and isolation of solid complexes.Due to the number of macrorings and their property, 1-3 are shown to be suitable hosts for the common incorporation of several cations.However, cooperativity of adjacent macrorings in complex formation depending on the used cation is also observed.The constituent bis-crown ethers 4-6 a nd monocyclic crown ethers 7-10 were examined as comparative compounds for solving the complexation properties of the new hosts.

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Azethoxyl Nitroxide Spin-Labeled Crown Ethers and Cryptands with the N-O. Group Positioned near the Cavity

We report the synthesis and complexation properties of several nitroxide spin-labeled crown ethers and cryptands in which the N-O. group, in certain conformations, is thrust toward the cavity of the molecule.While initial approaches involving the cyclization of various unsymmetrically substituted tetraethylene glycols (e.g, 10, 11, and 15) were not promising, success was achieved by the sequential addition of substituted phenyl groups to nitrone 28, leading to nitroxide crown ethers 37 and 38.Nitroxide cryptand 60 was prepared by diacylation of diaza-18-crown-6 51 with azethoxyl nitroxide diacid chloride 57 followed by reduction.The ESR spectrum aN values of these nitroxides were not sensitive to the presence of K+, Na+, or Li+ in MeOH, While diaza-18-crown-6, decamethylene cryptand 55, and nitroxide cryptand 60 formed 1:1 complexes with NaBPh4 in CDCl3, nitroxide crown ethers 37 and 38 and amide 54 did not.Adaption of the quantitative methodology of Cram et al. showed that 55 and 60 bind Na+ somewhat better than dicyclohexyl-18-crown-6.K+ is bound better than Na+ by 55 and 60, tough not as strongly as dicyclohexyl-18-crown-6.The binding of K+ and Na+ by 37 and 38 is minimal.

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A catalyst don’t appear in the overall stoichiometry of the reaction it catalyzes, but it must appear in at least one of the elementary reactions in the mechanism for the catalyzed reaction. 14187-32-7, Name is Dibenzo-18-crown-6, molecular formula is C20H24O6. In a Article£¬once mentioned of 14187-32-7, Recommanded Product: 14187-32-7

NITRATION OF THE CROWN ETHER DIBENZO-18-CROWN-6 IN THE PRESENCE OF THE NITRATES OF RARE-EARTH ELEMENTS

A method was developed for the production of mononitrodibenzo-18-crown-6 by the nitration of dibenzo-18-crown-6 with nitric acid in the presence of scandium, yttrium, or aluminum nitrates.The possibility of a directed synthesis of the isomeric dinitro derivatives of dibenzo-18-crown-6, depending on the solvent and the metal nitrate, was demonstrated.

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Compounds of zinc tetrahydroborate with crown ethers

The 2Zn(BH4)2 ¡¤ L compounds were prepared by the reaction of zinc tetrahydroborate with crown ethers, 15-crown-5, 18-crown-6, and dibenzo- 18-crown-6 (L), in diethyl ether or tetrahydrofuran. The products were characterized by chemical, X-ray diffraction, differential thermal analyses, and IR spectroscopy and compared with the complexes Zn(BH4)2¡¤ L described previously.

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