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Title: Simple guanidinium motif for the selective binding and extraction of sulfate

Abstract

A simple bidentate anion receptor, shown previously to adopt a rigid pseudobicyclic conformation while binding anions in the solid state, selectively binds sulfate in aqueous solutions with log K 1 and log K 2 values of 3.78 ± 0.12 M-1 and 2.10 ± 0.23 M-1, respectively. This anion receptor has little to no affinity for nitrate and chloride in the same solutions. A lipophilic derivative was synthesized in four steps to yield an extractant that is capable of partitioning sulfate into 1,2 dichloroethane from water in the presence of large excesses of chloride. This extractant demonstrated D values as high as 2.5 with only 30 mM of anion receptor.

Authors:
ORCiD logo [1]; ORCiD logo [2]; ORCiD logo [3]; ORCiD logo [3]
  1. Oak Ridge National Lab. (ORNL), Oak Ridge, TN (United States); Univ. of Texas at Austin, Austin, TX (United States)
  2. Oak Ridge National Lab. (ORNL), Oak Ridge, TN (United States); Univ. of Tennessee, Knoxville, TN (United States)
  3. Oak Ridge National Lab. (ORNL), Oak Ridge, TN (United States)
Publication Date:
Research Org.:
Oak Ridge National Lab. (ORNL), Oak Ridge, TN (United States)
Sponsoring Org.:
USDOE
OSTI Identifier:
1408027
Grant/Contract Number:  
AC05-00OR22725
Resource Type:
Journal Article: Accepted Manuscript
Journal Name:
Separation Science and Technology
Additional Journal Information:
Journal Volume: 53; Journal Issue: 12; Journal ID: ISSN 0149-6395
Publisher:
Taylor & Francis
Country of Publication:
United States
Language:
English
Subject:
37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY; guanidinium; anion binding; sulfate; extraction; density functional theory

Citation Formats

Seipp, Charles A., Williams, Neil J., Bryantsev, Vyacheslav S., and Moyer, Bruce A. Simple guanidinium motif for the selective binding and extraction of sulfate. United States: N. p., 2017. Web. doi:10.1080/01496395.2017.1318922.
Seipp, Charles A., Williams, Neil J., Bryantsev, Vyacheslav S., & Moyer, Bruce A. Simple guanidinium motif for the selective binding and extraction of sulfate. United States. doi:10.1080/01496395.2017.1318922.
Seipp, Charles A., Williams, Neil J., Bryantsev, Vyacheslav S., and Moyer, Bruce A. Fri . "Simple guanidinium motif for the selective binding and extraction of sulfate". United States. doi:10.1080/01496395.2017.1318922. https://www.osti.gov/servlets/purl/1408027.
@article{osti_1408027,
title = {Simple guanidinium motif for the selective binding and extraction of sulfate},
author = {Seipp, Charles A. and Williams, Neil J. and Bryantsev, Vyacheslav S. and Moyer, Bruce A.},
abstractNote = {A simple bidentate anion receptor, shown previously to adopt a rigid pseudobicyclic conformation while binding anions in the solid state, selectively binds sulfate in aqueous solutions with log K1 and log K2 values of 3.78 ± 0.12 M-1 and 2.10 ± 0.23 M-1, respectively. This anion receptor has little to no affinity for nitrate and chloride in the same solutions. A lipophilic derivative was synthesized in four steps to yield an extractant that is capable of partitioning sulfate into 1,2 dichloroethane from water in the presence of large excesses of chloride. This extractant demonstrated D values as high as 2.5 with only 30 mM of anion receptor.},
doi = {10.1080/01496395.2017.1318922},
journal = {Separation Science and Technology},
number = 12,
volume = 53,
place = {United States},
year = {Fri Jun 30 00:00:00 EDT 2017},
month = {Fri Jun 30 00:00:00 EDT 2017}
}

Journal Article:
Free Publicly Available Full Text
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Cited by: 1 work
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