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

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...

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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
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Abstract 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.
AbstractList 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.
Abstract 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.
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.
Author Fong, Darryl
Li, Kelvin
Meichsner, Eric
Adronov, Alex
Author_xml – sequence: 1
  givenname: Kelvin
  surname: Li
  fullname: Li, Kelvin
  organization: McMaster University
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  givenname: Darryl
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  surname: Fong
  fullname: Fong, Darryl
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  givenname: Alex
  orcidid: 0000-0002-0770-3118
  surname: Adronov
  fullname: Adronov, Alex
  email: adronov@mcmaster.ca
  organization: McMaster University
BackLink https://www.ncbi.nlm.nih.gov/pubmed/33017499$$D View this record in MEDLINE/PubMed
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Issue 16
Keywords click chemistry
cycloaddition
strained molecules
polymers
azides
alkynes
Language English
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Snippet Highly efficient reactions that enable the assembly of molecules into complex structures have driven extensive progress in synthetic chemistry. In particular,...
Abstract Highly efficient reactions that enable the assembly of molecules into complex structures have driven extensive progress in synthetic chemistry. In...
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SubjectTerms Alkynes
azides
Chemical synthesis
Chemistry
click chemistry
Cycloaddition
Polls & surveys
Polymer chemistry
Polymers
strained molecules
Title A Survey of Strain‐Promoted Azide–Alkyne Cycloaddition in Polymer Chemistry
URI https://onlinelibrary.wiley.com/doi/abs/10.1002%2Fchem.202003386
https://www.ncbi.nlm.nih.gov/pubmed/33017499
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