Rational design of a macrocycle-based chemosensor for anions

被引：41

作者：

Dey, Kalpana R. ^{[1
]}

Wong, Bryan M. ^{[2
]}

Hossain, Md. Alamgir ^{[1
]}

机构：

[1] Jackson State Univ, Dept Chem & Biochem, Jackson, MS 39212 USA

[2] Sandia Natl Labs, Dept Chem Mat, Livermore, CA 94551 USA

来源：

TETRAHEDRON LETTERS | 2010年 / 51卷 / 09期

基金：

美国国家科学基金会;

关键词：

MOLECULAR-DYNAMICS SIMULATIONS; POLYAMMONIUM MACROCYCLES; NONCOVALENT INTERACTIONS; COORDINATION CHEMISTRY; COMPLEXES; RECEPTORS; RECOGNITION; WATER; HOST; CONSTANTS;

D O I：

10.1016/j.tetlet.2010.01.004

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A macrocycle-based fluorescence chemosensor has been designed and synthesized from the reaction of dansyl chloride and a hexaaminomacrocycle containing four secondary and two tertiary amines. The new chemosensor has been examined For its binding ability towards phosphate, sulfate, nitrate, iodide, bromide, chloride, and fluoride by fluorescence spectroscopy in DMSO. The results indicate that the compound binds each of the anions with a 11 stoichiometry, showing high affinity for oxoanions, chloride, and iodide with binding constants up to four orders of magnitude Ab initio calculations based on density functional theory (DFT) suggest that the ligand is deformed in order to encapsulate in anion, and each anion, except fluoride, is bonded to the macrocycle through two NH X- and four CH X- interactions (C) 2010 Elsevier Ltd All rights reserved.

引用

页码：1329 / 1332

页数：4

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