Copper-catalyzed azide-alkyne
cycloaddition (CuAAC) |
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Potential Cu2+ toxicity may
necessitate use of chelating ligands |
[24] |
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X: H (Slow reaction
kinetics) X: F (Improved kinetics) |
[25, 27–30, 123, 124] |
Strain-promoted azide-alkyne
cycloaddition (SPAAC) |
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[31–33] |
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[34–37, 162] |
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Inverse electron demand
Diels-Alder (IED-DA) |
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[51–54, 132] |
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Extremely rapid gelation kinetics |
[56] |
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Diels-Alder (DA) |
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Maleimides can cross-react with
thiols |
[58–68, 70, 71] |
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Reversible under physiological
conditions |
[74] |
Staudinger ligation |
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Slow reaction kinetics |
[35, 75, 76] |
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Nitrile Oxide Cycloaddition |
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Highly reactive nitrile oxide must be
generated in situ
|
[78, 79] |