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New Kemp's Diacid Derivatives Give Efficient Transport and Modifiable Selectivity for Alkaline Earth and Transition Metal Ions
Baldwin, Bruce W.,Hirose, Takuji,Wang, Zhen-He,Uchimaru, Tadafumi,Yliniemelae, Ari
, p. 1895 - 1904 (1997)
New derivatives of 1,3,5-trimethyl-r-1,c-3,c-5-cyclohexanetricarboxylic acid (Kemp's triacid) showed high efficiency for alkaline earth and transition metal ion transport through a chloroform liquid membrane.Simple syntheses from Kemp's triacid or its geometric isomer provided chelating agents with a tripodal binding site for metal cations.The tripodal binding site consisted of r-1,c-3-diaxial carboxyl group and a c-5-amide, ester, or C-methyl group.Alkaline earth metal transport was quite variable and sensitive to c-5-group changes.For transition metal transport, c-5-amide diacids gave high total transport efficiency.For c-5-ester or C-methyl diacids, complexation of smaller divalent cations was decreased, resulting in increased selectivity for large cations.
