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Binding Anions in Rigid and Reconfigurable Triazole Receptors

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Click Triazoles

Part of the book series: Topics in Heterocyclic Chemistry ((TOPICS,volume 28))

Abstract

The use of triazole CH•••anion hydrogen bonds, strong and easy to install, has expanded dramatically since 2008. Various aryl-triazole derivatives have been synthesized and investigated to obtain fundamental understandings of anion stabilization as well as to develop new receptors for applications. Receptors have now been created to make use of triazole, triazolium, or iodotriazolium. The triazole CH•••anion binding motif has also been utilized in sophisticated structures such as interlocked molecules and toward fluorescent sensors and ion-selective electrodes. Furthermore, demonstrations on the transport of anions across membranes and studies of light-induced anion regulation have broadened the scope of application for this new anion binding motif. This chapter will focus on these recent developments.

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Abbreviations

Bn:

Benzyl

CH2Cl2 :

Dichloromethane

CHCl3 :

Chloroform

CuAAC:

Copper(I)-catalyzed azide-alkyne cycloaddition

ESP:

Electrostatic potential

ISE:

Ion-selective electrode

K a :

Association constant

NMR:

Nuclear magnetic resonance

POPC:

1-Palmitoyl-2-oleoyl-sn-glycero-3-phosphocholine

TBA+ :

Tetrabutylammonium cation

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Correspondence to Amar H. Flood .

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Lee, S., Flood, A.H. (2012). Binding Anions in Rigid and Reconfigurable Triazole Receptors. In: Košmrlj, J. (eds) Click Triazoles. Topics in Heterocyclic Chemistry, vol 28. Springer, Berlin, Heidelberg. https://doi.org/10.1007/7081_2011_70

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