环张力促进的迭氮-炔环加成反应

Translated title of the contribution: Strain-Promoted Azide-Alkyne Cycloaddition

廖伊铭, 吴宝琪, 唐荣志*, 林峰, 谭余*

*Corresponding author for this work

Research output: Journal Publications and ReviewsRGC 21 - Publication in refereed journalpeer-review

3 Citations (Scopus)

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 contributionStrain-Promoted Azide-Alkyne Cycloaddition
Original languageChinese (Simplified)
Pages (from-to)2134-2145
Journal化学进展
Volume34
Issue number10 (总第 270 期)
Online published1 Apr 2022
DOIs
Publication statusPublished - 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

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