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Synfacts 2009(9): 0983-0983  
DOI: 10.1055/s-0029-1217683
Synthesis of Materials and Unnatural Products
© Georg Thieme Verlag Stuttgart ˙ New York

Giving a Use to Triazoles

Contributor(s): Timothy M. Swager, Jose M. Lobez
K. M. Mullen, J. Mercurio, C. J. Serpell, P. D. Beer*
University of Oxford, UK
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Publication History

Publication Date:
21 August 2009 (online)

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Significance

Huisgen 1,3-dipolar cycloadditions of azides and primary alkynes are broadly used because of their high yield, functional group compatibility, and mild conditions. However, the resulting triazole rings (like the one in molecule 1) are rarely included in the resulting molecules with a purpose other than being a covalent linker. The authors take advantage of the known interaction between halides and alkylated triazoles (Y. J. Li et al. Chem. Commun. 2007, 2692; triazoliums, like 2) to template the synthesis of rotaxanes (3).