Synthesis of Chiral Triazole-Based Halogen Bond Donors

Mikk Kaasik; Sandra Kaabel; Kadri Kriis; Ivar Järving; Tõnis Kanger

doi:10.1055/s-0037-1610864

Synthesis, Table of Contents

Synthesis 2019; 51(10): 2128-2135
DOI: 10.1055/s-0037-1610864

paper

Synthesis of Chiral Triazole-Based Halogen Bond Donors

Mikk Kaasik

,

Sandra Kaabel

,

Kadri Kriis

,

Ivar Järving

,

Tõnis Kanger *

Department of Chemistry and Biotechnology, School of Science, Tallinn University of Technology, Akadeemia tee 15, 12618 Tallinn, Estonia Email: tonis.kanger@taltech.ee

› Author Affiliations

Abstract

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Abstract

The number of applications that use halogen bonding in the fields of self-assembly, supramolecular aggregation, and catalysis is growing. However, the accessibility of chiral halotriazoles shows that there is still a lot more to explore. The simple click-chemistry is applied for the straightforward synthesis of enantiomerically pure mono- and bidentate as well as multifunctional iodotriazole-based XB donors. The methodology is characterized by a wide variability due to easy access of chiral azides.

Key words

click chemistry - nitrogen heterocycles - halogen bonds - hydrogen bonds - chiral compounds

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References

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