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  • Chemistry  (7)
  • Iran
  • 1985-1989  (7)
Collection
Publisher
Years
Year
  • 1
    Electronic Resource
    Electronic Resource
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 70 (1987), S. 1312-1319 
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The macrocyclic polyamines 4-6, when protonated, bind strongly and selectively nucleotides (AMP, ADP, ATP) and pyrophosphate in aqueous solution. The stoichiometry of the complexes formed was determined by titration experiments followed by 31P-NMR spectroscopy. Compounds 4 and 5 form 1:1 complexes with ATP, ADP, and pyrophosphate, whereas 6 forms complexes with ATP and ADP involving 2 nucleotides and 1 receptor molecule. The stability constants of these complexes have been determined by pH-metric measurements. At pH 7, both 5 and 6 give complexes of mainly the fully protonated species 5.6H+ and 6.8H+, whereas 4 yields predominantly complexes of 4.5H+ and 4.4H+.
    Additional Material: 5 Ill.
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  • 2
    Electronic Resource
    Electronic Resource
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 71 (1988), S. 749-756 
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The stability constants for anion binding by the acyclic hexaamine 1, its macrocyclic analogue 2, and the bicyclic compound 3 in their protonated forms are reported. Compound 3 forms stable and selective complexes with halide ions, the stability sequence being I- 〉 Br- 〉 Cl-. Compound 2 forms more stable complexes with sulfate, oxalate, and malonate dianions than its acyclic analogue 1 and shows a better selectivity pattern. Compound 3 forms stronger complexes with oxalate2- than 2 and shows a remarkably high binding selectivity between oxalate2- and malonate2-. The comparison of the ability of 1-3 to complex anions demonstrates the macrocyclic and macrobicyclic effects on anion binding stability and selectivity.
    Additional Material: 4 Ill.
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  • 3
    Electronic Resource
    Electronic Resource
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 68 (1985), S. 289-299 
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The synthesis of five macrobicyclic polyamines 1-5 is described following a route in which the macrobicycle is formed by the coupling of two tripodal subunits. Such a sequence is appreciably shorter than the stepwise construction via a macrocycle, and may give higher yields, as illustrated by the case of bis-tren 3, which has been synthesized following both routes.
    Type of Medium: Electronic Resource
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  • 4
    Electronic Resource
    Electronic Resource
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 69 (1986), S. 587-603 
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Three macrocyclic hexaamines 1, 2, and 4, and the acyclic tetraamine 5 and hexaamine 6 have been synthesized. The hexaamines 1, 2, and 4 are ditopic coreceptor molecules containing two triamine subunits which may bind anionic substrates when protonated. The stability constants of the complexes between the protonated forms of the macrocyclic polyamines and terminal dicarboxylates -O2C-(CH2)m- CO2- as well as amino-acid and dipeptide dicarboxylates have been determined by pH-metric measurements. Around neutral pH, 1 and 2 give mainly complexes of the fully protonated species 1·6H+ and 2·6H+, whereas 4 yields predominantly complexes of 4·5H+ and 4·4H+. The stability sequences of the complexes formed indicate preferential binding of the dianionic substrates whose length is compatible with the separation of the triammonium binding subunits in the protonated receptor molecules 1, 2, and 4. This selectivity pattern corresponds to a process of linear molecular recognition based on ditopic binding between the two ammonium subunits of the coreceptor and the terminal carboxylates of the substrate of complementary length. The complexes of the acyclic ligands 5 and 6 are much weaker and much less selective, indicating a marked macrocyclic effect on both stability and selectivity of binding, i.e. on recognition.
    Additional Material: 5 Ill.
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  • 5
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Electroanalysis 1 (1989), S. 493-499 
    ISSN: 1040-0397
    Keywords: Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: A series of 12 macrocycles containing 4, 6, or 8 N, S, and O heteroatoms (with increasing size from 14 to 24 atoms in the cycle) was studied to ascertain size and heteroatoms effects on the formation and 14 redox characteristics of their mercuric complexes. The concentration dependence of anodic currents at mercury electrodes in solutions of these ligands led to the determination of the formation constants of the complexes generated according to the folling of \documentclass{article}\pagestyle{empty}\begin{document}$$ {\rm Hg} \mathbin{\lower.3ex\hbox{$\buildrel\textstyle\rightarrow\over {\smash{\leftarrow}\vphantom{_{\vbox to.5ex{\vss}}}}$}} {\rm Hg}^{{\rm 2 + }} {\rm + 2e}^{\rm - } {\rm,}\,{\rm Hg}^{{\rm 2 + }} {\rm + jL} \mathbin{\lower.3ex\hbox{$\buildrel\textstyle\rightarrow\over {\smash{\leftarrow}\vphantom{_{\vbox to.5ex{\vss}}}}$}} {\rm (HgL}_{\rm j} {\rm)}^{{\rm 2 + }} $$\end{document} In propylene carbonate, the resulting mercuric complexes were stable (log Ks up to 40) mono- and dinuclear species. Their stability depends both on the nature of the heteroatoms and on the size of the macrocycle. For identical ligand sizes, the stability sequence N 〉 S 〉 O was established for mercuric complexes.
    Additional Material: 4 Ill.
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  • 6
    Electronic Resource
    Electronic Resource
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 72 (1989), S. 1066-1077 
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The synthesis of nine macrocyclic polyamines 2-10 containing pyridine units is described. These compounds are 22- (9), 24- (2-4,6,8,10), or 26- (5, 7) membered hexaaza (2,3,9,10) or octaaza (4-7) macrocycles in which one to four pyridine units are incorporated. Compounds 3,4,9, and 10 are homoditopic ligands, whereas 2 and 5 are heteroditopic and 6-8 multitopic receptors. Compounds 2-10 are potential ligands for metal cations as well as, in their protonated forms, for anions. Protonated macrocycles 2-10 are also potential catalysts for the hydrolysis of nucleotides and polyphosphates.
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  • 7
    Electronic Resource
    Electronic Resource
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 72 (1989), S. 1078-1083 
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Binding of chloride anion by protonated polyamines was investigated by 35Cl—NMR spectroscopy. The presence of protonated macro(poly)cyclic polyamines caused downfield shifts and significant line broadening of the 53Cl—NMR signals. 35Cl—NMR spectroscopy was used for complex-formation stoichiometry determination and revealed the formation of a binuclear chloride complex with the fully protonated ditopic hexaazamacrocyclic receptor 6. 35Cl—NMR spectroscopy was also applied in competition experiments between Cl— and SO42- and demonstrated that the fully protonated macrocyclic hexaamine 4 forms a strong complex with SO4-2 with 1:1 stoichiometry.
    Additional Material: 3 Ill.
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