Unusual stability characteristics in methanol of the complexes of a new pyridine-substituted cyclic polyether-ester compound with sodium(1+), potassium(1+), silver(1+), and barium(2+) ions - comparison with oxygen, sulfur, and nitrogen analogs

Izatt, Reed M.; Lamb, John D.; Asay, R. E.; Maas, G.; Bradshaw, Jerald S.; Christensen, James J.; Moore, S. S.

doi:10.1021/ja00460a066

Cited by 52 publications

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“…This may indicate a preferential interaction of silver ions with the sulfur atoms in the polymer side chain. Previous studies on linear and cyclic species that contain sulfur support this view. , Atoms C3 and C4 were shifted upfield, with changes of 0.53 and 0.81 ppm, respectively. C5 had a downfield shift of 0.54 ppm.…”

Section: Resultsmentioning

confidence: 71%

Ionic Conduction in Polyphosphazene Solids and Gels: ¹³C, ³¹P, and ¹⁵N NMR Spectroscopy and Molecular Dynamics Simulations

et al. 1999

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Polyphosphazene single-substituent polymers were synthesized with the general formula [NP(OCH2CH2OCH2CH2XCH3)2] where X = oxygen for polymer 5 or X = sulfur for polymer 6. Characterization of these materials made use of 1H, 13C, 15N, and 31P nuclear magnetic resonance (NMR) spectroscopy, differential scanning calorimetry, gel permeation chromatography, and elemental microanalysis. The polymers were complexed with LiSO3CF3 and AgSO3CF3 and examined both as solid electrolyte media and in the presence of dimethylformamide solvent. The ionic conductivities of these materials were determined at 25 °C through the use of complex impedance analysis. The mechanism of ionic conduction in the polymer−salt complexes was probed through an examination of 13C, 31P, and 15N NMR shifts and 13C NMR spin−lattice relaxation times (T 1) for d 7-DMF solutions. Molecular dynamics simulations were also carried out in order to investigate the interactions within the polymer−salt−DMF complexes.

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Section: Resultsmentioning

confidence: 71%

Ionic Conduction in Polyphosphazene Solids and Gels: ¹³C, ³¹P, and ¹⁵N NMR Spectroscopy and Molecular Dynamics Simulations

et al. 1999

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“…The low-temperature peak separations were 136-260 Hz for the 18-membered rings and 43-64 Hz for the 21 -membered rings. The complexes for the larger compounds (11)(12)(13)(14) formed Calculation of kinetic parameters for the formation of the complexes was done using eq l22 and 2: kc = /2…”

Section: Resultsmentioning

confidence: 99%

Cation complexing properties of synthetic macrocyclic polyether-diester ligands containing the pyridine subcyclic unit

Bradshaw¹,

Maas²,

Lamb³

et al. 1980

J. Am. Chem. Soc.

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“…for 1 was: 41-42°C (dichloromethane-pentane); lit. 14 15 diketopyridino-18-crown-6 (4), 16 (S,S)-dimethyl-diketopyridino-18-crown-6 [(S,S)-5], 5 phenazino-18-crown-6 (6) 17 and (R,R)-dimethylphenazino-18crown-6 [(R,R)-7] 17 ligands were synthesized as reported in the literature.…”

Section: Materials and Methods Synthesismentioning

confidence: 99%

Circular dichroism of host-guest complexes of achiral pyridino- and phenazino-18-crown-6 ligands with the enantiomers of chiral aralkyl ammonium salts

et al. 2001

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Circular dichroism (CD) spectroscopy was used for distinguishing different types of chiral interactions in host-guest complexes of achiral pyridino- and phenazino-18-crown-6 ligands with chiral aralkyl ammonium salts. The general feature of the CD spectra of many homochiral (e.g., (R,R)-host and (R)-guest) and heterochiral (e.g., (R,R)-host and (S)-guest) alpha-(1-naphthyl)ethylamine hydrogenperchlorate salt (NEA) complexes with chiral pyridino- and phenazino-18-crown-6 hosts is exciton interaction. The most interesting example is the coupling of the transitions of the chiral guest NEA with the energetically close transitions of the achiral phenazino-18-crown-6 host 6. The CD spectrum of the complex is predominated by exciton coupling between the (1)B(b) transition of the chiral guest and the (1)B(b) transition of the achiral host. The redshifted intense spectra of the complexes of (R)- or (S)-1-phenylethylamine hydrogenperchlorate salt (PEA) with the achiral diester-pyridino-18-crown-6 host 4 are indicative of merging the pi electron systems into one joint charge transfer chromophore. The appearance of weak bands with alternating sign in the spectrum of PEA complexes of the achiral "parent" pyridino-18-crown-6 host (1) indicates the presence of two or more conformers. The CD spectra of the complexes of achiral phenazino-18-crown-6 host 6 with PEA are also determined by pi-pi interaction. In addition to charge transfer bands, CD bands are also induced in the long-wavelength spectral region of the achiral host. The weak pi-pi interaction between the achiral phenazino-18-crown-6 host and methyl phenylglycinate hydrogenperchlorate (PGMA) or methyl phenylalaninate hydrogenperchlorate (PAMA) does not result in a definite spectral effect in the (1)L(a) region of the spectrum of the chiral guest, but its existence is proven by the weak CD bands induced in the long-wavelength spectral region of the achiral host.

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Unusual stability characteristics in methanol of the complexes of a new pyridine-substituted cyclic polyether-ester compound with sodium(1+), potassium(1+), silver(1+), and barium(2+) ions - comparison with oxygen, sulfur, and nitrogen analogs

Abstract: Kalorimetrisch wurden die Kation‐Bindungseigenschaften der Liganden (I) und zum Vergleich der Liganden (II)‐(IV)‐ermittelt.

Cited by 52 publications

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Ionic Conduction in Polyphosphazene Solids and Gels: ¹³C, ³¹P, and ¹⁵N NMR Spectroscopy and Molecular Dynamics Simulations

Ionic Conduction in Polyphosphazene Solids and Gels: ¹³C, ³¹P, and ¹⁵N NMR Spectroscopy and Molecular Dynamics Simulations

Cation complexing properties of synthetic macrocyclic polyether-diester ligands containing the pyridine subcyclic unit

Circular dichroism of host-guest complexes of achiral pyridino- and phenazino-18-crown-6 ligands with the enantiomers of chiral aralkyl ammonium salts

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Unusual stability characteristics in methanol of the complexes of a new pyridine-substituted cyclic polyether-ester compound with sodium(1+), potassium(1+), silver(1+), and barium(2+) ions - comparison with oxygen, sulfur, and nitrogen analogs

Abstract: Kalorimetrisch wurden die Kation‐Bindungseigenschaften der Liganden (I) und zum Vergleich der Liganden (II)‐(IV)‐ermittelt.

Cited by 52 publications

References 0 publications

Ionic Conduction in Polyphosphazene Solids and Gels: 13C, 31P, and 15N NMR Spectroscopy and Molecular Dynamics Simulations

Ionic Conduction in Polyphosphazene Solids and Gels: 13C, 31P, and 15N NMR Spectroscopy and Molecular Dynamics Simulations

Cation complexing properties of synthetic macrocyclic polyether-diester ligands containing the pyridine subcyclic unit

Circular dichroism of host-guest complexes of achiral pyridino- and phenazino-18-crown-6 ligands with the enantiomers of chiral aralkyl ammonium salts

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Ionic Conduction in Polyphosphazene Solids and Gels: ¹³C, ³¹P, and ¹⁵N NMR Spectroscopy and Molecular Dynamics Simulations

Ionic Conduction in Polyphosphazene Solids and Gels: ¹³C, ³¹P, and ¹⁵N NMR Spectroscopy and Molecular Dynamics Simulations