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Title: A conformationally persistent pseudo-bicyclic guanidinium for anion coordination as stabilized by dual intramolecular hydrogen bonds

In this paper, the first example of a pseudo-bicyclic guanidinium ligand is reported. When bound to an anion, the N,N'-bis(2-pyridyl)guanidinium cation persistently adopts the planar α,α conformation featuring intramolecular N···H–N–H···N hydrogen bonds in the solid state, which facilitates crystallization of sulphate from aqueous mixtures of anions.
Authors:
 [1] ;  [2] ;  [3] ;  [3] ;  [3]
  1. Oak Ridge National Lab. (ORNL), Oak Ridge, TN (United States). Chemical Sciences Division; Univ. of Texas, Austin, TX (United States)
  2. Oak Ridge National Lab. (ORNL), Oak Ridge, TN (United States). Chemical Sciences Division; Univ. of Tennessee, Knoxville, TN (United States)
  3. Oak Ridge National Lab. (ORNL), Oak Ridge, TN (United States). Chemical Sciences Division
Publication Date:
Grant/Contract Number:
AC05-00OR22725
Type:
Accepted Manuscript
Journal Name:
RSC Advances
Additional Journal Information:
Journal Volume: 5; Journal Issue: 130; Journal ID: ISSN 2046-2069
Publisher:
Royal Society of Chemistry
Research Org:
Oak Ridge National Lab. (ORNL), Oak Ridge, TN (United States)
Sponsoring Org:
USDOE Office of Science (SC)
Country of Publication:
United States
Language:
English
Subject:
37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
OSTI Identifier:
1286861

Seipp, Charles A., Williams, Neil J., Bryantsev, Vyacheslav S., Custelcean, Radu, and Moyer, Bruce A.. A conformationally persistent pseudo-bicyclic guanidinium for anion coordination as stabilized by dual intramolecular hydrogen bonds. United States: N. p., Web. doi:10.1039/C5RA21864K.
Seipp, Charles A., Williams, Neil J., Bryantsev, Vyacheslav S., Custelcean, Radu, & Moyer, Bruce A.. A conformationally persistent pseudo-bicyclic guanidinium for anion coordination as stabilized by dual intramolecular hydrogen bonds. United States. doi:10.1039/C5RA21864K.
Seipp, Charles A., Williams, Neil J., Bryantsev, Vyacheslav S., Custelcean, Radu, and Moyer, Bruce A.. 2015. "A conformationally persistent pseudo-bicyclic guanidinium for anion coordination as stabilized by dual intramolecular hydrogen bonds". United States. doi:10.1039/C5RA21864K. https://www.osti.gov/servlets/purl/1286861.
@article{osti_1286861,
title = {A conformationally persistent pseudo-bicyclic guanidinium for anion coordination as stabilized by dual intramolecular hydrogen bonds},
author = {Seipp, Charles A. and Williams, Neil J. and Bryantsev, Vyacheslav S. and Custelcean, Radu and Moyer, Bruce A.},
abstractNote = {In this paper, the first example of a pseudo-bicyclic guanidinium ligand is reported. When bound to an anion, the N,N'-bis(2-pyridyl)guanidinium cation persistently adopts the planar α,α conformation featuring intramolecular N···H–N–H···N hydrogen bonds in the solid state, which facilitates crystallization of sulphate from aqueous mixtures of anions.},
doi = {10.1039/C5RA21864K},
journal = {RSC Advances},
number = 130,
volume = 5,
place = {United States},
year = {2015},
month = {11}
}