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Issue 12, 2015
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Bistren cryptands and cryptates: versatile receptors for anion inclusion and recognition in water

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Abstract

Bistren cryptands can be easily synthesised through the Schiff base condensation of two molecules of tren and three molecules of a dialdehyde, followed by hydrogenation of the six C[double bond, length as m-dash]N double bonds to give octamine cages, whose ellipsoidal cavity can be varied at will, by choosing the appropriate dialdehyde, in order to include substrates of varying sizes and shapes. Bistrens can operate as effective anion receptors in two ways: (i) in their protonated form, providing six secondary ammonium groups capable of establishing hydrogen bonding interactions with the anion; (ii) as dicopper(II) cryptates, in which the two coordinatively unsaturated metal centres can be bridged by an ambidentate anion. Representative examples of the two approaches, as well as the design of an anion molecular dispenser, in which a dicopper(II) bistren cryptate acts as a bottle will be illustrated.

Graphical abstract: Bistren cryptands and cryptates: versatile receptors for anion inclusion and recognition in water

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Publication details

The article was received on 17 Dec 2014, accepted on 20 Jan 2015 and first published on 20 Jan 2015


Article type: Review Article
DOI: 10.1039/C4OB02618G
Citation: Org. Biomol. Chem., 2015,13, 3510-3524
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    Bistren cryptands and cryptates: versatile receptors for anion inclusion and recognition in water

    G. Alibrandi, V. Amendola, G. Bergamaschi, L. Fabbrizzi and M. Licchelli, Org. Biomol. Chem., 2015, 13, 3510
    DOI: 10.1039/C4OB02618G

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