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Syntheses and properties of tetraaza‐, diaza‐, tetraoxa‐, and dioxa‐metacyclophanes
Author(s) -
Ito Kazuaki,
Ohba Yoshihiro,
Shinagawa Eita,
Nakayama Satoshi,
Takahashi Shigemi,
Honda Katsuhiko,
Nagafuji Hidekazu,
Suzuki Akane,
Sone Tyo
Publication year - 2000
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570370612
Subject(s) - chemistry , piperazine , methylene , ethylene glycol , cyclophane , calixarene , medicinal chemistry , ethylene , relaxation (psychology) , organic chemistry , polymer chemistry , catalysis , crystal structure , molecule , psychology , social psychology
Abstract Metacyclophanes were prepared by cyclization reactions between bis(chloromethyl) compounds and piperazine, primary amines, or ethylene glycol. The 1 H nmr relaxation time ( T 1 ) measurements indicated that the macrocycles feature the up and down motion of the aromatic units around the XCH 2 Ar (X = N, O) methylene moieties as the axes. Metacyclophanes incorporating piperazine units showed high complexation ability for alkaline metal cations.