Anion receptors based on 4-nitrophenylhydrazone

Jaeyoung Jo; Raghunath Putikam; Ming-Chang Lin; Jongmin Kang

doi:10.1016/j.tetlet.2016.06.041

Anion receptors based on 4-nitrophenylhydrazone

Jaeyoung Jo, Raghunath Putikam, Ming-Chang Lin^*, Jongmin Kang

^*Corresponding author for this work

Department of Applied Chemistry

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

7 Scopus citations

Abstract

We have designed and synthesized new chromogenic anion receptors 1 and 2, which utilized 4-nitrophenylhydrazone as anion recognition moiety. UV–vis and¹H NMR titration showed that receptors 1 and 2 bound anions utilizing two hydrazone N–H hydrogen bond and two C–H hydrogen bond. Despite the weak hydrogen bonding abilities of binding motifs, receptor 1 showed affinities for dihydrogen phosphate and acetate and receptor 2 showed relatively strong affinities for dihydrogen phosphate in polar solvent such as 5% DMSO in CH₃CN.

Original language	English
Pages (from-to)	3208-3214
Number of pages	7
Journal	Tetrahedron Letters
Volume	57
Issue number	29
DOIs	https://doi.org/10.1016/j.tetlet.2016.06.041
State	Published - 1 Jan 2016

Keywords

Anion receptor
C–H hydrogen bond
Hydrazone

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abstract = "We have designed and synthesized new chromogenic anion receptors 1 and 2, which utilized 4-nitrophenylhydrazone as anion recognition moiety. UV–vis and1H NMR titration showed that receptors 1 and 2 bound anions utilizing two hydrazone N–H hydrogen bond and two C–H hydrogen bond. Despite the weak hydrogen bonding abilities of binding motifs, receptor 1 showed affinities for dihydrogen phosphate and acetate and receptor 2 showed relatively strong affinities for dihydrogen phosphate in polar solvent such as 5% DMSO in CH3CN.",

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AU - Jo, Jaeyoung

AU - Putikam, Raghunath

AU - Lin, Ming-Chang

AU - Kang, Jongmin

PY - 2016/1/1

Y1 - 2016/1/1

N2 - We have designed and synthesized new chromogenic anion receptors 1 and 2, which utilized 4-nitrophenylhydrazone as anion recognition moiety. UV–vis and1H NMR titration showed that receptors 1 and 2 bound anions utilizing two hydrazone N–H hydrogen bond and two C–H hydrogen bond. Despite the weak hydrogen bonding abilities of binding motifs, receptor 1 showed affinities for dihydrogen phosphate and acetate and receptor 2 showed relatively strong affinities for dihydrogen phosphate in polar solvent such as 5% DMSO in CH3CN.

AB - We have designed and synthesized new chromogenic anion receptors 1 and 2, which utilized 4-nitrophenylhydrazone as anion recognition moiety. UV–vis and1H NMR titration showed that receptors 1 and 2 bound anions utilizing two hydrazone N–H hydrogen bond and two C–H hydrogen bond. Despite the weak hydrogen bonding abilities of binding motifs, receptor 1 showed affinities for dihydrogen phosphate and acetate and receptor 2 showed relatively strong affinities for dihydrogen phosphate in polar solvent such as 5% DMSO in CH3CN.

KW - Anion receptor

KW - C–H hydrogen bond

KW - Hydrazone

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DO - 10.1016/j.tetlet.2016.06.041

M3 - Article

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SP - 3208

EP - 3214

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 29

ER -

Anion receptors based on 4-nitrophenylhydrazone

Abstract

Keywords

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