Table 1. Characteristics of currently used click chemistry reactions a .
Name | Representative reaction | k (M–1 s–1) | Pros/cons |
CuAAC | ∼10–100 (with 20 μM Cu(i))8 | - Both small structures | |
- Cheap price | |||
- Toxic copper catalyst | |||
- High second order reaction rate constant | |||
SPAAC | ∼1–60 (M–1 s–1)9 | - One small and one large structure | |
- Moderate second order reaction rate constant | |||
- No catalyst | |||
iEDDA | ∼1–106 (M–1 s–1)10 | - Two large structures | |
- Very high second order reaction rate constant | |||
- No catalyst |
aCuAAC: copper-catalyzed [3 + 2] azide–alkyne cycloaddition; SPAAC: strain-promoted azide–alkyne cycloaddition; iEDDA: inverse-electron-demand Diels–Alder reaction.