The DOI matches its Crossref record; 5 of the 5 references it cites were found in a registry or an index.
Dibenzoborole-Containing π-Electron Systems: Remarkable Fluorescence Change Based on the “On/Off” Control of the pπ−π* Conjugation
Abstract
A series of dibenzoborole derivatives with various groups such as (N,N-diphenylamino)phenyl, thienyl, and bithienyl groups at the 3,7-positions have been synthesized and their photophysical properties studied. These new pi-electron systems show significant solvatochromism in the fluorescence spectra. Thus, about 100-140 nm blue shifts in the emission maxima and 20-30-fold increments in the quantum yields are observed upon changing the solvent from THF to DMF. Similar fluorescence changes are observed upon the addition of n-Bu4NF to their THF solutions, demonstrating their sensing abilities toward a fluoride ion. These fluorescence changes result from the "on/off" control of the ppi-pi* conjugation in their LUMO by the coordination of donor solvents or fluoride ion to the boron atom in the dibenzoborole skeleton.
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Citations
Cites
Handbook of Fluorescence Spectra of Aromatic Molecules
(1971) · Elsevier eBooks · doi:10.1016/b978-0-12-092656-5.x5001-1 · Cited by 2,335
Farina, V., & Krishnan, B. (1991) · Journal of the American Chemical Society · doi:10.1021/ja00025a025 · Cited by 1,041
Colorimetric Fluoride Ion Sensing by Boron-Containing π-Electron Systems
Yamaguchi, S., Akiyama, S., & Tamao, K. (2001) · Journal of the American Chemical Society · doi:10.1021/ja015957w · Cited by 571
Self-citationShirota, Y., Kinoshita, M., Noda, T., Okumoto, K., & Ohara, T. (2000) · Journal of the American Chemical Society · doi:10.1021/ja0023332 · Cited by 369
Noda, T., & Shirota, Y. (1998) · Journal of the American Chemical Society · doi:10.1021/ja9817343 · Cited by 354
Cited by
Hong, C., Baltazar, J., & Tovar, J. D. (2022) · European Journal of Organic Chemistry · doi:10.1002/ejoc.202101343 · Cited by 68
Metadata
- Authors
- Yamaguchi, S., Shirasaka, T., Akiyama, S., & Tamao, K.
- Venue
- Journal of the American Chemical Society
- Publisher
- American Chemical Society (ACS)
- Published
- 2002-07-01
- Volume
- 124
- Issue
- 30
- Pages
- 8816-8817
- ISSN
- 0002-7863 (ISSN-L)
- 1520-5126
- OpenAlex
- W2043716858
- Cited by
- 438
- References
- 5
- FWCI
- 8.19
- Type
- journal article
- Language
- en
- Open access
- closed
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- Yamaguchi, S., Shirasaka, T., Akiyama, S., & Tamao, K. (2002). Dibenzoborole-Containing π-Electron Systems: Remarkable Fluorescence Change Based on the “On/Off” Control of the pπ−π* Conjugation. Journal of the American Chemical Society. https://doi.org/10.1021/ja026689k
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Contains information from the Semantic Scholar Academic Graph Datasets, made available under the ODC Attribution License (ODC-BY 1.0).
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