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Distyryl-boradiazaindacenes: facile synthesis of novel near IR emitting fluorophores
Open accessAbstract
Abstract Boradiazaindacenes with methyl substituents at 3 and 5 positions were for the first time shown to undergo efficient double condensation reactions with an aromatic aldehyde yielding a series of extended conjugation dyes. These new fluorophores have absorption maxima in the range of 650–660 nm. The dyes reported here have large quantum yields with 20 nm Stokes' shifted emission peaks. The straightforward synthesis of such red shifted BODIPY derivatives is important in relation to the synthesis of novel and useful fluorescent chemosensors. In addition, this facile transformation may make these new fluorophores' building blocks in the construction of large functional supramolecular systems.
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Citations
Cited by
BODIPY Dyes and Their Derivatives: Syntheses and Spectroscopic Properties
Loudet, A., & Burgess, K. (2007) · Chemical Reviews · doi:10.1021/cr078381n · Cited by 5,238
Coskun, A., & Akkaya, E. U. (2006) · Journal of the American Chemical Society · doi:10.1021/ja066144g · Cited by 391
Self-citationPostfunctionalization of the BODIPY Core: Synthesis and Spectroscopy
Boens, N., Verbelen, B., & Dehaen, W. (2015) · European Journal of Organic Chemistry · doi:10.1002/ejoc.201500682 · Cited by 332
Metadata
- Authors
- Dost, Z., Atilgan, S., & Akkaya, E. U.
- Venue
- Tetrahedron
- Publisher
- Elsevier BV
- Published
- 2006-09
- Volume
- 62
- Issue
- 36
- Pages
- 8484-8488
- ISSN
- 0040-4020 (ISSN-L)
- OpenAlex
- W2007104214
- Cited by
- 197
- References
- 0
- FWCI
- 10.20
- Type
- journal article
- Language
- en
- Open access
- green
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- Dost, Z., Atilgan, S., & Akkaya, E. U. (2006). Distyryl-boradiazaindacenes: facile synthesis of novel near IR emitting fluorophores. Tetrahedron. https://doi.org/10.1016/j.tet.2006.06.082
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