106813-47-2Relevant academic research and scientific papers
Twelve-ring Azacrowns with 2-Alkoxyethyl Side Arms
Buoen, Solfrid,Dale, Johannes
, p. 278 - 282 (2007/10/02)
The hydrophilic azacrown ligand 1,4,7,10-tetrakis(2-hydroxyethyl)-1,4,7,10-tetraazacyclododecane can be easily tetramethylated and tetraethylated.Complexation with sodium salts remains strong for both derivatives in chloroform, but extraction with water removes NaI from its complex with the tetraethylated ligand.Pyrolysis of complexes of the tetramethylated ligand liberates the ligand if pure, but results in degradation to 1,4-bis(2-methoxyethyl)piperazine if traces of alkylation reagent are present.The methylated derivative is also obtained by cyclooligomerization of N-(2-methoxyethyl)aziridine, which is hovewer difficult to prepare.The direct reaction between ethyleneglycol ditosylate and 2-methoxyethaneamine (1:1) gives mainly the piperazine, but with excess of amine a series of acyclic oligoamines are obtained.Attempts to prepare 12-azacrowns by reacting the triamine with tosylated diethylamine or diethylamine glycol led instead to six-ring compounds.
