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  • 1
    ISSN: 1434-193X
    Keywords: 8-Hydroxyquinoline ; Gallium ; Cryptands ; Self-assembly ; Host-guest chemistry ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The tetra-decyl-substituted ethylene-linked bis(8-hydroxyquinoline) derivative 9-H2 is synthesized in an eight step procedure starting from 3-n-decyl-8-methoxyquinoline (1). NBS-bromination followed by a Suzuki-reaction enables the introduction of a decyl chain in the 5-position. In the key step of the sequence a mild (Ph3P)2NiBr2-catalyzed homo-coupling reaction of the benzyl bromide 7 is performed. In the presence of cationic templates (M+ = Na+, K+, NH4+) compound 9-H2 reacts with gallium(III) ions to form dinuclear complexes [M⊂{(9)3Ga2}]Cl in template-directed self-assembly processes. For the first time helicate-type cryptates are obtained which show good solubility in apolar solvents.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
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