A Survey of Strain‐Promoted Azide–Alkyne Cycloaddition in Polymer Chemistry

• Published in: Chemistry : a European journal Vol. 27; no. 16; pp. 5057 - 5073
• Main Authors: Li, Kelvin, Fong, Darryl, Meichsner, Eric, Adronov, Alex
• Format: Journal Article
• Language: English
• Published: Germany Wiley Subscription Services, Inc 17-03-2021
• Subjects: Alkynes; azides; Chemical synthesis; Chemistry; click chemistry; Cycloaddition; Polls & surveys; Polymer chemistry; Polymers; strained molecules; click chemistry; cycloaddition; strained molecules; polymers; azides; alkynes
• ISSN: 0947-6539; 1521-3765
• DOI: 10.1002/chem.202003386

Highly efficient reactions that enable the assembly of molecules into complex structures have driven extensive progress in synthetic chemistry. In particular, reactions that occur under mild conditions and in benign solvents, while producing no by‐products and rapidly reach completion are attracting significant attention. Amongst these, the strain‐promoted azide–alkyne cycloaddition, involving various cyclooctyne derivatives reacting with azide‐bearing molecules, has gained extensive popularity in organic synthesis and bioorthogonal chemistry. This reaction has also recently gained momentum in polymer chemistry, where it has been used to decorate, link, crosslink, and even prepare polymer chains. This survey highlights key achievements in the use of this reaction to produce a variety of polymeric constructs for disparate applications.
Click here: This review highlights recent examples of the use of strain‐promoted azide–alkyne cycloaddition (SPAAC) chemistry in the preparation, decoration, and assembly of macromolecular structures. This highly efficient reaction has found numerous applications in polymer chemistry, allowing the preparation of various polymer architectures and the modification of end‐groups, side‐chains, and backbones of polymers.