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Surprisingly selective sulfate extraction by a simple monofunctional di(imino)guanidinium micelle-forming anion receptor
- Williams, Neil J., Seipp, Charles A., Garrabrant, Kathleen A., Custelcean, Radu, Holguin, Erick, Keum, Jong K., Ellis, Ross J., Moyer, Bruce A.
- Chemical communications 2018 v.54 no.72 pp. 10048-10051
- anions, chemical reactions, guanidinium, hydrophilicity, small-angle X-ray scattering, solvents, sulfates, water content
- We report a novel di(imino)guanidinium anion extractant with unparalleled selectivity for sulfate in a liquid–liquid separation system. In addition to a 4.4 order-of-magnitude enhancement in affinity compared to a standard benchmark, our alkylated di(imino)guanidinium receptor is economically synthesized and features good compatibility with application-relevant aliphatic solvents. Small-angle X-ray scattering results reveal the formation of reverse-micelles, which together with the significant organic-phase water content challenge traditional notions of selectivity in extraction of superhydrophilic anions.