3 years ago

Synthesis and Characterisation of Chiral Triazole-Based Halogen-Bond Donors: Halogen Bonds in the Solid State and in Solution

Synthesis and Characterisation of Chiral Triazole-Based Halogen-Bond Donors: Halogen Bonds in the Solid State and in Solution
Kari Rissanen, Ivar Järving, Mikk Kaasik, Tõnis Kanger, Sandra Kaabel, Riina Aav, Kadri Kriis
A general platform for the synthesis of various chiral halogen-bond (XB) donors based on the triazole core and the characterisation of factors that influence the strength of the halogen bond in the solid state and in solution are reported. The characterisation of XB donors in the solid state by X-ray crystallography and in solution by 1H NMR titration can be used to aid the design of new XB donors. We describe the first example of a XB between iodotriazoles and thioureas in solution. In addition, the enantiodiscrimination of acceptors in solution through halogen-bond participation is described. Halogen bonds explained: A general platform for the synthesis of various chiral halogen-bond donors based on the triazole core (see figure) and the characterisation of factors that influence the strength of the halogen bond in the solid state and in solution are reported. The enantiodiscrimination of acceptors through halogen-bond participation is described.

Publisher URL: http://onlinelibrary.wiley.com/resolve/doi

DOI: 10.1002/chem.201700618

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