Tetrahedron Letters p. 5589 - 5592 (1988)
Update date:2022-07-29
Topics:
Bradshaw, Jerald S.
Krakowiak, Krzysztof E.
Wu, Geng
Izatt, Reed M.
A new class of crown ethers containing a hydrazine moiety was synthesized in only 2, 3, or 4 steps starting from 1,2-diacetylhydrazine or 1,2-diethylhydrazine.Hydrazino-crown ethers with 2 or 4 nitrogen atoms in the ring were obtained by reacting the hydrazine derivatives with 1,11-diiodo-(or dichloro)-3,6,9-trioxaundecane, 4-allyloxymethyl-1,8-diiodo-3,6-dioxaoctane, 3-chloro-2-chloromethyl-1-propene, 1,10-dibenzyl-1,10-diaza-3,7-dioxadecane or diglycolyl dichloride (followed by reduction).The diazahydrazino-19-crown-6 compound formed a complex with methylammonium chloride.
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