Syntheses and properties of tetraaza-, diaza-, tetraoxa-, and dioxa-metacyclophanes

Metacyclophanes were prepared by cyclization reactions between bis(chloromethyl) compounds and piperazine, primary amines, or ethylene glycol. The 1H nmr relaxation time (T1) measurements indicated that the macrocycles feature the up and down motion of the aromatic units around the XCH2Ar (X = N, O)...

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Veröffentlicht in:Journal of heterocyclic chemistry 2000-11, Vol.37 (6), p.1479-1489
Hauptverfasser: Ito, Kazuaki, Ohba, Yoshihiro, Shinagawa, Eita, Nakayama, Satoshi, Takahashi, Shigemi, Honda, Katsuhiko, Nagafuji, Hidekazu, Suzuki, Akane, Sone, Tyo
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Sprache:eng
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Zusammenfassung:Metacyclophanes were prepared by cyclization reactions between bis(chloromethyl) compounds and piperazine, primary amines, or ethylene glycol. The 1H nmr relaxation time (T1) measurements indicated that the macrocycles feature the up and down motion of the aromatic units around the XCH2Ar (X = N, O) methylene moieties as the axes. Metacyclophanes incorporating piperazine units showed high complexation ability for alkaline metal cations.
ISSN:0022-152X
1943-5193
DOI:10.1002/jhet.5570370612