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Carbamate-tethered propargyl and benzocyclononyne moieties within a single molecular unit undergo cycloaddition with azides under complementary CuAAC and/or SPAAC coupling conditions. The carbamate linker can be cleaved by analogy to the –CBz protecting group for click capture-and-release applications.

Graphical abstract: Orthogonal dual-click diyne for CuAAC and/or SPAAC couplings

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