Azide-alkyne Huisgen cycloaddition, commonly referred to as a “click reaction,” is an example of a 1,3 dipolar cycloaddition reaction that creates a 1,2,3-triazole from an azide and terminal alkyne.  Using alkynylated derivatives of porphyrins and bacteriochlorins, we have demonstrated the use of these so-called “click reactions” to produce a series of carbohydrate porphyrin and bacteriochlorin conjugates. A variety of porphyrin and bacteriochlorin species were synthesized and functionalized with terminal alkynes at various positions.  Conjugation with readily accessible azido carbohydrates, synthesized from commercially available carbohydrates, produced a series of CPC and CBC derivatives in good yields.   <br/>

Carbohydrate-porphyrin (CPCs) and carbohydrate-bacteriochlorin conjugates (BCBs) synthesized using Huisgen cycloaddition

251st National Meeting (2016)

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