Abstract
In recent years, strain-promoted azide-alkyne cycloaddition (SPAAC) reaction has been widely used in many fields such as biomedicine and materials science due to its high efficiency, rapidity, high selectivity, and bioorthogonality. SPAAC reaction does not require additional stimuli such as light, heat, ultrasound or catalysts. The driving force of the reaction comes from the active cyclic alkynes with high strain. Therefore, the rational design of the cycloalkynes is the key to the SPAAC reaction. In this review, the stability and reactivity of cycloalkynes with different ring numbers are discussed, and the stable cycloalkynes participating in SPAAC smoothly as well as their second-order reaction rate constants in the SPAAC reaction are summarized. The research progress in the preparation methods of representative cyclic alkynes that are currently widely used is also introduced. Moreover, the application, challenge and future outlook of SPAAC without copper catalysis are discussed and prospected.
| Translated title of the contribution | Strain-Promoted Azide-Alkyne Cycloaddition |
|---|---|
| Original language | Chinese (Simplified) |
| Pages (from-to) | 2134-2145 |
| Journal | 化学进展 |
| Volume | 34 |
| Issue number | 10 (总第 270 期) |
| Online published | 1 Apr 2022 |
| DOIs | |
| Publication status | Published - 24 Oct 2022 |
Research Keywords
- azide-alkyne cycloaddition
- biorthogonality
- click chemistry
- cycloalkynes
- strain
- 点击化学
- 环状炔烃
- 叠氮⁃炔环加成反应
- 生物正交
- 环张力