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A Scalable and High‐Yield Strategy for the Synthesis of Sequence‐Defined Macromolecules
Abstract
The efficient synthesis of a sequence‐defined decamer, its characterization, and its straightforward dimerization through self‐metathesis are described. For this purpose, a monoprotected AB monomer was designed and used to synthesize a decamer bearing ten different and selectable side chains by iterative Passerini three‐component reaction (P‐3CR) and subsequent deprotection. The highly efficient procedure provided excellent yields and allows for the multigram‐scale synthesis of such perfectly defined macromolecules. An olefin was introduced at the end of the synthesis, allowing the self‐metathesis reaction of the resulting decamer to provide a sequence‐defined 20‐mer with a molecular weight of 7046.40 g mol−1. The obtained oligomers were carefully characterized by NMR and IR spectroscopy, GPC and GPC coupled to ESI‐MS, and mass spectrometry (FAB and orbitrap ESI‐MS).
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Cited by
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Multifunctional sequence-defined macromolecules for chemical data storage.
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Dahlhauser, S. D., Moor, S. R., Vera, M. S., York, J. T., Ngo, P., Boley, A. J., Coronado, J. N., Simpson, Z. B., & Anslyn, E. V. (2021) · Cell Reports Physical Science · doi:10.1016/j.xcrp.2021.100393 · Cited by 38
Metadata
- Authors
- Solleder, S. C., Zengel, D., Wetzel, K. S., & Meier, M. A. R.
- Venue
- Angewandte Chemie International Edition
- Publisher
- Wiley
- Published
- 2015-12-09
- Volume
- 55
- Issue
- 3
- Pages
- 1204-1207
- ISSN
- 1433-7851 (ISSN-L)
- 1521-3773
- OpenAlex
- W2253060503
- Cited by
- 164
- References
- 0
- FWCI
- 9.14
- Type
- journal article
- Language
- en
- Open access
- closed
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- CoChat. (2026). Citation check: A Scalable and High‐Yield Strategy for the Synthesis of Sequence‐Defined Macromolecules. https://app.cochat.ai/papers/10.1002/anie.201509398
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- Solleder, S. C., Zengel, D., Wetzel, K. S., & Meier, M. A. R. (2016). A Scalable and High‐Yield Strategy for the Synthesis of Sequence‐Defined Macromolecules. Angewandte Chemie International Edition. https://doi.org/10.1002/anie.201509398
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