Synthesis 2019; 51(10): 2128-2135
DOI: 10.1055/s-0037-1610864
paper
© Georg Thieme Verlag Stuttgart · New York

Synthesis of Chiral Triazole-Based Halogen Bond Donors

,
Sandra Kaabel
,
Kadri Kriis
,
Ivar Järving
,
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
The authors thank the Estonian Ministry of Education and Research (Grant Nos. IUT 19-32, IUT 19-9, and PUT1468), the Centre of Excellence in Molecular Cell Engineering, and the Archimedes Foundation (2014-2020.4.01.15-0013) for financial support.
Further Information

Publication History

Received: 28 December 2018

Accepted after revision: 02 February 2019

Publication Date:
12 March 2019 (online)


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.

Supporting Information