Surprisingly selective sulfate extraction by a simple monofunctional di(imino)guanidinium micelle-forming anion receptor

Neil J. Williams; Charles A. Seipp; Kathleen A. Garrabrant; Radu Custelcean; Erick Holguin; Jong K. Keum; Ross J. Ellis; Bruce A. Moyer

doi:10.1039/C8CC05115A

Surprisingly selective sulfate extraction by a simple monofunctional di(imino)guanidinium micelle-forming anion receptor

Neil J. Williams
, Charles A. Seipp
, Kathleen A. Garrabrant
, Radu Custelcean
, Erick Holguin
, Jong K. Keum
, Ross J. Ellis
, Bruce A. Moyer

Research output: Contribution to journal › Article › peer-review

31 Scopus citations

Abstract

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.

Original language	English
Pages (from-to)	10048-10051
Number of pages	4
Journal	Chemical Communications
Volume	54
Issue number	72
DOIs	https://doi.org/10.1039/C8CC05115A
State	Published - 2018

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title = "Surprisingly selective sulfate extraction by a simple monofunctional di(imino)guanidinium micelle-forming anion receptor",

abstract = "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.",

author = "Williams, \{Neil J.\} and Seipp, \{Charles A.\} and Garrabrant, \{Kathleen A.\} and Radu Custelcean and Erick Holguin and Keum, \{Jong K.\} and Ellis, \{Ross J.\} and Moyer, \{Bruce A.\}",

note = "Publisher Copyright: {\textcopyright} The Royal Society of Chemistry.",

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language = "English",

volume = "54",

pages = "10048--10051",

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T1 - Surprisingly selective sulfate extraction by a simple monofunctional di(imino)guanidinium micelle-forming anion receptor

AU - Williams, Neil J.

AU - Seipp, Charles A.

AU - Garrabrant, Kathleen A.

AU - Custelcean, Radu

AU - Holguin, Erick

AU - Keum, Jong K.

AU - Ellis, Ross J.

AU - Moyer, Bruce A.

N1 - Publisher Copyright: © The Royal Society of Chemistry.

PY - 2018

Y1 - 2018

N2 - 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.

AB - 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.

UR - https://www.scopus.com/pages/publications/85053160856

U2 - 10.1039/C8CC05115A

DO - 10.1039/C8CC05115A

M3 - Article

C2 - 30124224

AN - SCOPUS:85053160856

SN - 1359-7345

VL - 54

SP - 10048

EP - 10051

JO - Chemical Communications

JF - Chemical Communications

IS - 72

ER -

Surprisingly selective sulfate extraction by a simple monofunctional di(imino)guanidinium micelle-forming anion receptor

Abstract

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