A conformationally persistent pseudo-bicyclic guanidinium for anion coordination as stabilized by dual intramolecular hydrogen bonds
Abstract
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:
-
- Oak Ridge National Lab. (ORNL), Oak Ridge, TN (United States). Chemical Sciences Division; Univ. of Texas, Austin, TX (United States)
- Oak Ridge National Lab. (ORNL), Oak Ridge, TN (United States). Chemical Sciences Division; Univ. of Tennessee, Knoxville, TN (United States)
- Oak Ridge National Lab. (ORNL), Oak Ridge, TN (United States). Chemical Sciences Division
- Publication Date:
- Research Org.:
- Oak Ridge National Lab. (ORNL), Oak Ridge, TN (United States)
- Sponsoring Org.:
- USDOE Office of Science (SC)
- OSTI Identifier:
- 1286861
- Grant/Contract Number:
- AC05-00OR22725
- Resource 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
- Country of Publication:
- United States
- Language:
- English
- Subject:
- 37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
Citation Formats
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., 2015.
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. https://doi.org/10.1039/C5RA21864K
Seipp, Charles A., Williams, Neil J., Bryantsev, Vyacheslav S., Custelcean, Radu, and Moyer, Bruce A. Mon .
"A conformationally persistent pseudo-bicyclic guanidinium for anion coordination as stabilized by dual intramolecular hydrogen bonds". United States. https://doi.org/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 = {Mon Nov 30 00:00:00 EST 2015},
month = {Mon Nov 30 00:00:00 EST 2015}
}
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Works referencing / citing this record:
Synthesis of Bicyclic and Tricyclic Chiral Guanidinium Salts by an Intramolecular Alkylation Approach: Synthesis of Bicyclic and Tricyclic Chiral Guanidinium Salts by an Intramolecular Alkylation Approach
journal, December 2016
- Turočkin, Aleksej; Raven, William; Selig, Philipp
- European Journal of Organic Chemistry, Vol. 2017, Issue 2
Simple guanidinium motif for the selective binding and extraction of sulfate
journal, March 2017
- Seipp, Charles A.; Williams, Neil J.; Bryantsev, Vyacheslav S.
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Simple guanidinium motif for the selective binding and extraction of sulfate [Supplementary Data]
preprint, October 2017
- Seipp, Charles A.; Williams, Neil J.; Bryantsev, Vyacheslav S.
- Figshare-Supplementary information for journal article at DOI: 10.1080/01496395.2017.1318922, 1 docx (35.58 kB)
Simple guanidinium motif for the selective binding and extraction of sulfate
dataset, October 2017
- Seipp, Charles A.; Williams, Neil J.; Bryantsev, Vyacheslav S.
- Figshare, 35.58 kB