Solution phase measurement of both weak σ and C-H⋯X - hydrogen bonding interactions in synthetic anion receptors

Orion B. Berryman; Aaron C. Sather; Benjamin P. Hay; Jeffrey S. Meisner; Darren W. Johnson

doi:10.1021/ja8035652

Solution phase measurement of both weak σ and C-H⋯X ^- hydrogen bonding interactions in synthetic anion receptors

Orion B. Berryman
, Aaron C. Sather
, Benjamin P. Hay
, Jeffrey S. Meisner
, Darren W. Johnson

Chemistry and Biochemistry

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

165 Scopus citations

Abstract

A series of tripodal receptors preorganize electron-deficient aromatic rings to bind halides in organic solvents using weak σ anion-to-arene interactions or C-H⋯X^- hydrogen bonds. ¹H NMR spectroscopy proves to be a powerful technique for quantifying binding in solution and determining the interaction motifs, even in cases of weak binding.

Original language	English
Pages (from-to)	10895-10897
Number of pages	3
Journal	Journal of the American Chemical Society
Volume	130
Issue number	33
DOIs	https://doi.org/10.1021/ja8035652
State	Published - Aug 20 2008

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title = "Solution phase measurement of both weak σ and C-H⋯X - hydrogen bonding interactions in synthetic anion receptors",

abstract = "A series of tripodal receptors preorganize electron-deficient aromatic rings to bind halides in organic solvents using weak σ anion-to-arene interactions or C-H⋯X- hydrogen bonds. 1H NMR spectroscopy proves to be a powerful technique for quantifying binding in solution and determining the interaction motifs, even in cases of weak binding.",

author = "Berryman, \{Orion B.\} and Sather, \{Aaron C.\} and Hay, \{Benjamin P.\} and Meisner, \{Jeffrey S.\} and Johnson, \{Darren W.\}",

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AU - Berryman, Orion B.

AU - Sather, Aaron C.

AU - Hay, Benjamin P.

AU - Meisner, Jeffrey S.

AU - Johnson, Darren W.

PY - 2008/8/20

Y1 - 2008/8/20

N2 - A series of tripodal receptors preorganize electron-deficient aromatic rings to bind halides in organic solvents using weak σ anion-to-arene interactions or C-H⋯X- hydrogen bonds. 1H NMR spectroscopy proves to be a powerful technique for quantifying binding in solution and determining the interaction motifs, even in cases of weak binding.

AB - A series of tripodal receptors preorganize electron-deficient aromatic rings to bind halides in organic solvents using weak σ anion-to-arene interactions or C-H⋯X- hydrogen bonds. 1H NMR spectroscopy proves to be a powerful technique for quantifying binding in solution and determining the interaction motifs, even in cases of weak binding.

UR - https://www.scopus.com/pages/publications/50249178568

U2 - 10.1021/ja8035652

DO - 10.1021/ja8035652

M3 - Article

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EP - 10897

JO - Journal of the American Chemical Society

JF - Journal of the American Chemical Society

IS - 33

ER -

Solution phase measurement of both weak σ and C-H⋯X ^- hydrogen bonding interactions in synthetic anion receptors

Abstract

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