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Proton‐ionizable crown compounds. 4 . New macrocyclic polyether ligands containing a triazole subcyclic unit
Author(s) -
Bradshaw Jerald S.,
Nielsen Ralph B.,
Tse PuiKwan,
Arena Giuseppi,
Wilson Bruce E.,
Dalley N. Kent,
Lamb John D.,
Christensen James J.,
Izatt Reed M.
Publication year - 1986
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.5570230211
Subject(s) - chemistry , triazole , 1,2,4 triazole , barium , lithium (medication) , copper , strontium , polymer chemistry , proton , 1,2,3 triazole , 18 crown 6 , potassium , stereochemistry , medicinal chemistry , inorganic chemistry , organic chemistry , ion , medicine , physics , quantum mechanics , endocrinology
A series of macrocyclic polyether (crown) ligands containing the proton‐ionizable s‐triazole subcyclic unit were prepared by reacting the 1‐THP blocked 3,5‐bis(chloromethyl)‐1 H ‐1,2,4‐triazole with various oligoethylene glycols. The starting bis(chloromethyl)triazole is a vessicant and must be used with caution. Triazolo‐18‐crown‐6 ( 5 ) formed stable complexes with barium, strontium, copper and benzylammonium cations but not with potassium or lithium. The crystal structure of 5 showed the triazole proton to be on nitrogen 3 which is outside the macroring cavity.