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Shaping Crystals with Light: Crystal-to-Crystal Isomerization and Photomechanical Effect in Fluorinated Azobenzenes
Abstract
Unusually long thermal half-lives of perhalogenated cis-azobenzenes enabled their structural characterization and the first evidence of a crystal-to-crystal cis → trans azobenzene isomerization. Irradiation with visible light transforms a perhalogenated cis-azobenzene single crystal into a polycrystalline aggregate of its trans-isomer in a photomechanical transformation that involves a significant, controllable, and thermally irreversible change of crystal shape. This is the first demonstration of permanent photomechanical modification of crystal shape in an azobenzene.
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Cites
Liquid crystalline polymer cantilever oscillators fueled by light
Serak, S., Tabiryan, N., Vergara, R., White, T. J., Vaia, R. A., & Bunning, T. J. (2010) · Soft Matter · doi:10.1039/b916831a · Cited by 385
Cited by
Visible‐Light‐Activated Molecular Switches
Bléger, D., & Hecht, S. (2015) · Angewandte Chemie International Edition · doi:10.1002/anie.201500628 · Cited by 853
Design of Collective Motions from Synthetic Molecular Switches, Rotors, and Motors
Dattler, D., Fuks, G., Heiser, J., Moulin, E., Perrot, A., Yao, X., & Giuseppone, N. (2020) · Chemical Reviews · doi:10.1021/acs.chemrev.9b00288 · Cited by 469
Controlling Motion at the Nanoscale: Rise of the Molecular Machines
Abendroth, J. M., Bushuyev, O. S., Weiss, P. S., & Barrett, C. J. (2015) · ACS Nano · doi:10.1021/acsnano.5b03367 · Cited by 447
Self-citationortho‐Fluoroazobenzenes: Visible Light Switches with Very Long‐Lived Z Isomers
Knie, C., Utecht, M., Zhao, F., Kulla, H., Kovalenko, S., Brouwer, A. M., Saalfrank, P., Hecht, S., & Bléger, D. (2014) · Chemistry – A European Journal · doi:10.1002/chem.201404649 · Cited by 438
Origami-inspired active graphene-based paper for programmable instant self-folding walking devices
Mu, J., Hou, C., Wang, H., Li, Y., Zhang, Q., & Zhu, M. (2015) · Science Advances · doi:10.1126/sciadv.1500533 · Cited by 361
Metadata
- Authors
- Bushuyev, O. S., Tomberg, A., Friščić, T., & Barrett, C. J.
- Venue
- Journal of the American Chemical Society
- Publisher
- American Chemical Society (ACS)
- Published
- 2013-08-14
- Volume
- 135
- Issue
- 34
- Pages
- 12556-12559
- ISSN
- 0002-7863 (ISSN-L)
- 1520-5126
- OpenAlex
- W2319520381
- Cited by
- 327
- References
- 1
- FWCI
- 11.84
- Type
- journal article
- Language
- en
- Open access
- closed
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- Bushuyev, O. S., Tomberg, A., Friščić, T., & Barrett, C. J. (2013). Shaping Crystals with Light: Crystal-to-Crystal Isomerization and Photomechanical Effect in Fluorinated Azobenzenes. Journal of the American Chemical Society. https://doi.org/10.1021/ja4063019
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