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Proton‐ionizable crown compounds. 20. The synthesis of polyazatriazolo‐, polyazabistriazolo‐ and bispyridono‐crown ligands containing lipophilic hydrocarbon substituents
Author(s) -
Bradshaw Jerald S.,
Krakowiak Krzysztof E.,
Huszthy Peter,
Izatt R. M.
Publication year - 1991
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.5570280338
Subject(s) - chemistry , crown (dentistry) , hydrocarbon , polyamine , 18 crown 6 , cyclophane , stereochemistry , medicinal chemistry , organic chemistry , molecule , medicine , biochemistry , dentistry
Four new macrocyclic polyaza‐crown compounds containing a triazole subcyclic group and two to five lipophilic hydrocarbon substituents have been prepared from the appropriate polyamine and N ‐THP‐protected 2,5‐triazoledimethyl dichloride. N,N,N',N' ‐Tetrabenzyltetraazabistriazolo‐18‐crown‐6 was prepared from N,N' ‐dibenzylethylenediamine and N ‐THP‐protected 2,5‐triazoledimethyl dichloride. Biscyclohexano‐bispyridono‐18‐crown‐6 was prepared from trans ‐ 1,2‐cyclohexanediol and THP‐protected 4‐hydroxy‐2,6‐pyridinedimethyl ditosylate.