Saturday, January 5, 2013

1,4,7,10-Tetraazacyclododecane, cyclen synthesis


1,4,7,10-Tetraazacyclododecane,cyclen is a macrocycle and the aza alternation of the acme ether 12-crown-4. Derivatives of cyclen are beyond circadian polyamines but the repeating assemblage (ethyleneimine) is consistently the same. Like acme ethers, cyclen compounds are able of selectively bounden cations. They are acclimated as a ligand in allure for instance with chemicals acclimated in MRI adverse agents.High concoction altitude aftereffect in a low acknowledgment amount amends and this disadvantage is removed in an another action starting from triethylenetetraamine and dithiooxamide to a bisamidine (also a bis(imidazoline)) followed by abridgement and ring amplification with DIBAL.

1,4,7,10-Tetraazacyclododecane,cyclen can be actinic by accumulation two abstracted locations by nucleophilic displacement. In this action the terminal amine groups in diethylene triamine (1) are activated as amine anionic nucleophiles by acknowledgment with tosyl chloride in pyridine to the N-tosyl careful accumulation followed by proton absorption with sodium ethoxide. The booze end groups in diethanolamine (2) are activated as electrophile by converting them into tosyl abrogation groups. The two segments are abutting in dimethylformamide and unless the reactants are actual diluted, accustomed polymerization will yield abode to continued beeline chains and not cyclization. In the final footfall the tosyl groups are removed with sulfuric acid.

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