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

Charles A. Seipp; Neil J. Williams; Vyacheslav S. Bryantsev; Radu Custelcean; Bruce A. Moyer

doi:10.1039/c5ra21864k

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

Charles A. Seipp, Neil J. Williams, Vyacheslav S. Bryantsev, Radu Custelcean, Bruce A. Moyer

Chemical Separations Group

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

10 Scopus citations

Abstract

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.

Original language	English
Pages (from-to)	107266-107269
Number of pages	4
Journal	RSC Advances
Volume	5
Issue number	130
DOIs	https://doi.org/10.1039/c5ra21864k
State	Published - Nov 30 2015

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abstract = "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.",

author = "Seipp, {Charles A.} and Williams, {Neil J.} and Bryantsev, {Vyacheslav S.} and Radu Custelcean and Moyer, {Bruce A.}",

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T1 - A conformationally persistent pseudo-bicyclic guanidinium for anion coordination as stabilized by dual intramolecular hydrogen bonds

AU - Seipp, Charles A.

AU - Williams, Neil J.

AU - Bryantsev, Vyacheslav S.

AU - Custelcean, Radu

AU - Moyer, Bruce A.

PY - 2015/11/30

Y1 - 2015/11/30

N2 - 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.

AB - 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.

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DO - 10.1039/c5ra21864k

M3 - Article

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VL - 5

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EP - 107269

JO - RSC Advances

JF - RSC Advances

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ER -

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

Abstract

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