Dedicated to Günter Szeimies
Abstract
In this account, I describe my and my group’s adventures in the field of 1,3-dipolar
cycloaddition reactions of alkynes to organic azides. Three different topics are treated:
post-functionalization and crosslinking of polymers of the poly(phenylene ethynylene)
type, the synthesis of conjugated heterocyclic polymers by clicking aromatic diazides
to aromatic diynes, and the synthesis of fluorophore dyes that bind to metal cations.
In the last case, as a result of the presence of a binding pocket created by a triazole
nitrogen and the nitrogen of a neighboring heterocycle (pyridine, chalcodiazole, or
phenazine), the binding event leads to specific changes in the absorption and emission
spectra of the complex. This account is limited exclusively to experiments performed
by our group, as the topic of 1,3-dipolar cycloadditions of azides to alkynes has
already been the subject of many comprehensive reviews and accounts.
1 Introduction
2 Polymeric Clicks
3 Metallosensors by Click Chemistry
4 Outlook and Conclusion
Key words
cycloaddition - alkynes - azides - triazoles - click chemistry - polymers - spectroscopy
