DOI: 10.1039/A905739K
(Paper)
Reference Section for: Chem. Commun., 1999, 1889-1890
Synthesis and spectroscopic properties of a new 4-bora-3a,4a-diaza-s-indacene (BODIPY®) dye
(Note: The full text of this document is currently only available in the PDF Version )
Heejin Kim, Armin Burghart, Mike B. Welch, Joe Reibenspies and Kevin Burgess
Abstract
The constrained dye 3 was prepared and shown to have a sharper, red-shifted, and more intense fluorescence emission than the 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene (BODIPY®) dye 2 in which the aryl groups can rotate freely.
References
- A. Treibs and F.-H. Kreuzer, Liebigs Ann. Chem., 1968, 718, 208 Search PubMed.
- H. J. Wories, J. H. Koek, G. Lodder, J. Lugtenburg, R. Fokkens, O. Driessen and G. R. Mohn, Recl. Trav. Chim. Pays-Bas, 1985, 104, 288 CAS.
- M. Shah, K. Thangaraj, M.-L. Soong, L. T. Wolford, J. H. Boyer, I. R. Politzer and T. G. Pavlopoulos, Heteroatom Chem., 1990, 1, 389 CrossRef CAS.
- R. W. Wagner and J. S. Lindsey, J. Am. Chem. Soc., 1994, 116, 9759 CrossRef CAS.
- M. L. Metzker, J. Lu and R. A. Gibbs, Science, 1996, 271, 1420 CAS.
- L. H. Thoresen, H. Kim, M. B. Welch, A. Burghart and K. Burgess, Synlett, 1998, 1276 CrossRef CAS.
- A. BurghartThoresen, H. Kim, M. B. Welch, L. H. Thoresen, J. Reibenspies and K. Burgess, unpublished results.
- J. N. Demas and G. A. Crosby, J. Phys. Chem., 1971, 75, 991 CrossRef.
- D. Magde and J. H. Brannon, J. Phys. Chem., 1979, 83, 696 CrossRef CAS.
- Compound 1 was accessed via condensation reaction of 2-(p-methoxyphenyl)pyrrole and p-iodobenzoyl chloride. K. Burgess and L. H. Thoresen, unpublished results.
- G. M. Sheldrick, SHELX, University of Gottingen, Germany, 1986.
- G. M. Sheldrick, SHELXS-93, Program for Crystal Structure Refinement, University of Gottingen, Germany, 1993.