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  • 1
    ISSN: 1573-9171
    Keywords: cyclopendant ligands ; phosphorylated diazacycloalkanes ; protonation constants ; potentiometric titration ; intramolecular hydrogen bonds ; conformational analysis
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract Novel cyclopendant organophosphorus complexing agents,viz. 1,5-bis(2-diphenylphosphorylmethyl (or ethyl))-1,5-diazacyclooctane (1, 2) and l-methyl-4-(2-diphenylphosphorylethyl) piperazine (3), were synthesized on the basis of 1,5-diazacyclooctane and piperazine. The protonation constants of the compounds synthesized and some of their analogs were determined by potentiometric titration in 70 % aqueous ethanol and in nitromethane. The nitrogen atoms of the ring are the protonation sites in all of the systems studied. The regularities of the variation of protonation constants have been explained by the formation of intramolecular hydrogen bonds. The conformational possibilities of the formation of H-bonds in the cations of the ligands have been examined by molecular mechanics.
    Type of Medium: Electronic Resource
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  • 2
    ISSN: 1573-9171
    Keywords: phosphorylated diazacycloalkanes ; perchlorates ; structure of protonation products ; H-bonds ; IR spectroscopy ; conformational analysis
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract Mono- and diperchlorates of phosphorylated diazacycloalkanes (PDAC),viz. 1,5-bis(2-diphenylphosphorylethyl) -1,5-diazacyclooctanes (1a, 1b), 1,4-bis(2-diphenylphosphorylethyl)- 1,4-piperazine (2a), and 1-methyl-4-(2-diphenylphosphorylethyl)-1,4-piperazines (3a, 3b), were prepared. The formation of inter- and intramolecular hydrogen bonds in PDAC perchlorates and some model compounds in the solid state and in solution was investigated by IR spectroscopy. The dependence between the effect of the hydrogen bond formation and association of the ions in solution was analyzed. Conformational analysis of the cations of PDAC was carried out.
    Type of Medium: Electronic Resource
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