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Liquid-Phase Synthesis of Block Copolymers Containing Sequence-Ordered Segments
Abstract
Monodisperse sequence-defined oligomers have been synthesized in solution in the absence of protecting groups. These structures have been prepared stepwise using two consecutive chemoselective reactions: 1,3-dipolar cycloaddition of terminal alkynes and azides and amidification of carboxylic acids with primary amines. These oligomers were efficiently constructed on either a conventional solid support (commercial Wang resin) or tailor-made soluble polystyrene supports synthesized by atom-transfer radical polymerization. The latter approach was found to be very versatile. Indeed, well-defined soluble macromolecular supports allowed not only the synthesis and cleavage of defined oligomers (i.e., sacrificial support) but also the preparation of noncleavable block copolymers containing sequence-defined segments.
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Cites
Wang, J.-S., & Matyjaszewski, K. (1995) · Journal of the American Chemical Society · doi:10.1021/ja00125a035 · Cited by 4,622
The convergence of synthetic organic and polymer chemistries
Hawker, C. J., & Wooley, K. L. (2005) · Science · doi:10.1126/science.1109778 · Cited by 1,298
Cited by
Lutz, J.-F., Ouchi, M., Liu, D. R., & Sawamoto, M. (2013) · Science · doi:10.1126/science.1238149 · Cited by 1,381
Self-citationDesign and synthesis of digitally encoded polymers that can be decoded and erased
Roy, R. K., Meszynska, A., Laure, C., Charles, L., Verchin, C., & Lutz, J.-F. (2015) · Nature Communications · doi:10.1038/ncomms8237 · Cited by 308
Self-citationGutekunst, W. R., & Hawker, C. J. (2015) · Journal of the American Chemical Society · doi:10.1021/jacs.5b04940 · Cited by 283
Encoding information into polymers
Rutten, M. G. T. A., Vaandrager, F. W., Elemans, J. A. A. W., & Nolte, R. J. M. (2018) · Nature Reviews Chemistry · doi:10.1038/s41570-018-0051-5 · Cited by 216
Multifunctional sequence-defined macromolecules for chemical data storage.
Martens, S., Landuyt, A., Espeel, P., Devreese, B., Dawyndt, P., & Du Prez, F. (2018) · Nature Communications · doi:10.1038/s41467-018-06926-3 · Cited by 180
Metadata
- Authors
- Pfeifer, S., Zarafshani, Z., Badi, N., & Lutz, J.-F.
- Venue
- Journal of the American Chemical Society
- Publisher
- American Chemical Society (ACS)
- Published
- 2009-06-12
- Volume
- 131
- Issue
- 26
- Pages
- 9195-9197
- ISSN
- 0002-7863 (ISSN-L)
- 1520-5126
- OpenAlex
- W2023751247
- Cited by
- 192
- References
- 2
- FWCI
- 5.27
- Type
- journal article
- Language
- en
- Open access
- closed
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- Pfeifer, S., Zarafshani, Z., Badi, N., & Lutz, J.-F. (2009). Liquid-Phase Synthesis of Block Copolymers Containing Sequence-Ordered Segments. Journal of the American Chemical Society. https://doi.org/10.1021/ja903635y
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