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The Rise of Azide–Alkyne 1,3-Dipolar ‘Click’ Cycloaddition and its Application to Polymer Science and Surface Modification
Abstract
New methods to synthesize and functionalize polymers are of constant interest to the polymer scientist. The 1,3-dipolar cycloaddition between an azide and terminal alkyne has received much attention since the reports that copper(i) provides high yields and regioselective synthesis of 1,4-substituted 1,2,3-triazoles. This coupling chemistry has been rapidly adopted by polymer scientists in the synthesis and post-polymerization modification of polymers. This Review will provide the historical context of the recent development of the copper-mediated azide–alkyne cycloaddition and its use in polymer science, particularly in dendrimer synthesis/functionalization, surface immobilization/modification, orthogonally functionalizing polymers, and its integration with ATRP (atom transfer radical polymerization).
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Tornøe, C. W., Christensen, C., & Meldal, M. (2002) · The Journal of Organic Chemistry · doi:10.1021/jo011148j · Cited by 8,696
PEG- and Peptide-Grafted Aliphatic Polyesters by Click Chemistry
Parrish, B., Breitenkamp, R. B., & Emrick, T. (2005) · Journal of the American Chemical Society · doi:10.1021/ja050310n · Cited by 579
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Binder, W. H. (2008) · Macromolecular Rapid Communications · doi:10.1002/marc.200800332 · Cited by 567
Cu(I)-Catalyzed Click Chemistry in Glycoscience and Their Diverse Applications
Agrahari, A. K., Bose, P., Jaiswal, M. K., Rajkhowa, S., Singh, A. S., Hotha, S., Mishra, N., & Tiwari, V. K. (2021) · Chemical Reviews · doi:10.1021/acs.chemrev.0c00920 · Cited by 445
The future of reversible addition fragmentation chain transfer polymerization
Barner‐Kowollik, C., & Perrier, S. (2008) · Journal of Polymer Science Part A Polymer Chemistry · doi:10.1002/pola.22866 · Cited by 280
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Wu, H., Yang, K., Zhang, Z., Leisten, E. D., Li, Z., Xie, H., Liu, J., Smith, K. A., Novakova, Z., Barinka, C., et al. (2019) · Journal of Medicinal Chemistry · doi:10.1021/acs.jmedchem.9b00516 · Cited by 180
Metadata
- Authors
- Evans, R. A.
- Venue
- Australian Journal of Chemistry
- Publisher
- CSIRO Publishing
- Published
- 2007-06-18
- Volume
- 60
- Issue
- 6
- Pages
- 384-395
- ISSN
- 0004-9425 (ISSN-L)
- 1445-0038
- OpenAlex
- W2513465273
- Cited by
- 314
- References
- 2
- FWCI
- 18.41
- Type
- journal article
- Language
- en
- Open access
- closed
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- Evans, R. A. (2007). The Rise of Azide–Alkyne 1,3-Dipolar ‘Click’ Cycloaddition and its Application to Polymer Science and Surface Modification. Australian Journal of Chemistry. https://doi.org/10.1071/ch06457
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