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

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.