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SYNTHESIS AND STRUCTURAL CHARACTERIZATIONOF N,N',N'',N'''-TETRASUBSTITUTED CYCLAMS

Luis G. Alves, Rui F. Munhá, Ana M. Martins
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Abstract


Tetrasubstituted cyclams of formulae (3,5-Me2C6H3CH2)4Cyclam and (4-MeC6H4SO2)4Cyclam were synthesized by reaction of cyclam with 4 equivalents of 3,5-dimethylbenzyl bromide and p-toluenesulfonyl chloride, respectively. Cyclam reacted with CO2 at atmosphericpressure to give (HOOC)4Cyclam, which displays four carbamic acid moieties. This reaction is reversible, and in aqueous solution adecarboxylation process takes place with formation of cyclam and release of CO2.


Keywords


CO2; cyclam; heterocycles; tetraazamacrocycles; N-functionalization

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