Abstract
Formation of a series of diaza crown ether complexes of alkali metal and ammonium cations paired with organic anions is reported. Diaza 18-crown-6 (1) forms complexes with potassium, ammonium, and methylammonium 4-nitrophenolate to yield 1:1 colored crystalline compounds. The lowering of energy in the COC frequency absorption band and the solubility of all crown ether complexes in chloroform provided evidence of complex formation. The 1H nmr signal for −NH protons of crown ether is shifted the most in the [K-1] 4-nitrophenolate complex. The polyether (1) also yields a complex with potassium 2,4-dinotrophenolate but no complex with sodium could be isolated. However, diaza 15-crown-5 (2) yields 1:1 complexes with sodium as well as with potassium and ammonium 4-nitrophenolate salts.
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