NDLI: Ferrocene-amino acid macrocycles as hydrazone-based receptors for anions

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Ferrocene-amino acid macrocycles as hydrazone-based receptors for anions

Content Provider	Royal Society of Chemistry (RSC)
Author	Beeren, Sophie R. Sanders, Jeremy K. M.
Copyright Year	2011
Abstract	We report the synthesis of a family of new macrocyclic hydrazone-based anion receptors. Formed from the reaction between isophthalaldehyde and a helical amino acid-disubstituted ferrocene dihydrazide, these macrocycles contain from one to eight ferrocene moieties. The isolation of the four smallest of the macrocycles and their characterisation by UV-Vis, CD and NMR spectroscopy is described. The conformation of the macrocycles is explored, particularly with reference to the formation of a helical intramolecularly hydrogen-bonded structure. An investigation of the use of these macrocycles as anion-receptors shows that they are all effective hosts; the larger macrocycles show the highest affinities for anions. Studies using NMR spectroscopy suggest that the anion-recognition results primarily from the formation of multiple hydrogen bonds between the anions and the electropositive N–H protons of the acylhydrazones.
Starting Page	1560
Ending Page	1567
Page Count	8
File Format	HTM / HTML PDF
ISSN	20416520
Volume Number	2
Issue Number	8
Journal	Chemical Science
DOI	10.1039/c1sc00168j
Language	English
Publisher	Royal Society of Chemistry
Access Restriction	Open
Subject Keyword	Conformational isomerism Ion Nuclear magnetic resonance Electronegativity Ferrocene Hydrogen bond
Content Type	Text
Resource Type	Article
Subject	Chemistry

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