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Click Chemistry with Poly(2-oxazoline)s
Abstract
A new 2-oxazoline with a pendant alkyne moiety, 2-(pent-4-ynyl)-2-oxazoline, 1 (PynOx), was synthesized from commercial available compounds. Polymerization of PynOx with methyl triflate as initiator and copolymerization with 2-methyl- or 2-ethyl-2-oxazoline (MeOx or EtOx) as comonomers results in well-defined water-soluble polymers of narrow molar mass distributions and predefined degrees of polymerization. Since the alkyne moiety is compatible with the living cationic polymerization, no protection group was needed. The consecutive copper-catalyzed Huisgen 1,3-dipolar cycloadditions of two different azides with the polymer bound alkynes to the 1,2,3-triazoles were quantitative.
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Citations
Cited by
“Click”‐Chemistry in Polymer and Material Science: the Update
Binder, W. H. (2008) · Macromolecular Rapid Communications · doi:10.1002/marc.200800332 · Cited by 567
Poly (2-oxazoline) s as polymer therapeutics
Luxenhofer, R., Han, Y., Schulz, A., Tong, J., He, Z., Kabanov, A. V., & Jordan, R. (2012) · Macromolecular Rapid Communications · doi:10.1002/marc.201200354 · Cited by 470
Self-citationThio-Click Modification of Poly[2-(3-butenyl)-2-oxazoline]
Gress, A., Völkel, A., & Schlaad, H. (2007) · Macromolecules · doi:10.1021/ma071357r · Cited by 417
Poly(2-oxazoline)s based biomaterials: a comprehensive and critical update
Lorson, T., Lübtow, M. M., Wegener, E., Haider, M. S., Borova, S., Nahm, D., Jordan, R., Sokolski-Papkov, M., Kabanov, A. V., & Luxenhofer, R. (2018) · Biomaterials · doi:10.1016/j.biomaterials.2018.05.022 · Cited by 391
Self-citationDoubly amphiphilic poly(2-oxazoline)s as high-capacity delivery systems for hydrophobic drugs
Luxenhofer, R., Schulz, A., Roques, C., Li, S., Bronich, T. K., Batrakova, E. V., Jordan, R., & Kabanov, A. V. (2010) · Biomaterials · doi:10.1016/j.biomaterials.2010.02.057 · Cited by 286
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Metadata
- Authors
- Luxenhofer, R., & Jordan, R.
- Venue
- Macromolecules
- Publisher
- American Chemical Society (ACS)
- Published
- 2006-04-25
- Volume
- 39
- Issue
- 10
- Pages
- 3509-3516
- ISSN
- 0024-9297 (ISSN-L)
- 1520-5835
- OpenAlex
- W2076386543
- Cited by
- 188
- References
- 0
- FWCI
- 11.17
- Type
- journal article
- Language
- en
- Open access
- closed
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