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Self-Assembly of Disk-Shaped Molecules to Coiled-Coil Aggregates with Tunable Helicity
Abstract
A disk-shaped molecule with chiral tails is shown to form long fibers of molecular diameter and micrometer length by self-assembly in chloroform. The molecules are derived from crown ethers and contain a phthalocyanine ring. In the fibers, they have a clockwise, staggered orientation that leads to an overall right-handed helical structure. These structures, in turn, self-assemble to form coiled-coil aggregates with left-handed helicity. Addition of potassium ions to the fibers leaves their structure intact but blocks the transfer of the chirality from the tails to the cores, leading to loss of the helicity of the fibers. These tunable chiral materials have potential in optoelectronic applications and as components in sensor devices.
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Citations
Cited by
Yashima, E., Ousaka, N., Taura, D., Shimomura, K., Ikai, T., & Maeda, K. (2016) · Chemical Reviews · doi:10.1021/acs.chemrev.6b00354 · Cited by 2,004
Challenges and breakthroughs in recent research on self-assembly
Ariga, K., Hill, J. P., Lee, M. V., Vinu, A., Charvet, R., & Acharya, S. (2008) · Science and Technology of Advanced Materials · doi:10.1088/1468-6996/9/1/014109 · Cited by 759
Molecular Materials by Self‐Assembly of Porphyrins, Phthalocyanines, and Perylenes
Elemans, J. A. A. W., van Hameren, R., Nolte, R. J. M., & Rowan, A. E. (2006) · Advanced Materials · doi:10.1002/adma.200502498 · Cited by 668
Shi, Y., van Steenbergen, M. J., Teunissen, E. A., Novo, L., Gradmann, S., Baldus, M., van Nostrum, C. F., & Hennink, W. E. (2013) · Biomacromolecules · doi:10.1021/bm400234c · Cited by 222
Cao, H., Zhu, X., & Liu, M. (2013) · Angewandte Chemie International Edition · doi:10.1002/anie.201300444 · Cited by 155
Metadata
- Authors
- Engelkamp, H., Middelbeek, S., J. M., R., & Nolte
- Venue
- Science
- Published
- 1999-04-30
- Volume
- 284
- Issue
- 5415
- Pages
- 785-788
- ISSN
- 0036-8075 (ISSN-L)
- 1095-9203
- OpenAlex
- W2133414177
- Cited by
- 749
- References
- 0
- FWCI
- 26.58
- Type
- journal article
- Language
- en
- Open access
- closed
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- Engelkamp, H., Middelbeek, S., J. M., R., & Nolte. (1999). Self-Assembly of Disk-Shaped Molecules to Coiled-Coil Aggregates with Tunable Helicity. Science. https://doi.org/10.1126/science.284.5415.785
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Contains information from the Semantic Scholar Academic Graph Datasets, made available under the ODC Attribution License (ODC-BY 1.0).
Semantic Scholar’s data is described in: Kinney, R., et al. (2023). The Semantic Scholar Open Data Platform. arXiv:2301.10140.
