Through-space 13C–19F coupling can reveal conformations of modified BODIPY dyes†
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Jiong Chen, Joe Reibenspies, Agnes Derecskei-Kovacs and Kevin Burgess
Abstract
The fact that only compounds 1a, 1b and 2a in the series 1– 3 show long-range 13C–19F coupling can be used to draw conclusions regarding the structures of these molecules.
References
R. H. Contreras, C. G. Giribet, M. A. Natiello, J. Pérez, I. D. Rae and J. A. Weigold, Aust. J. Chem., 1985, 38, 1779 CAS.
L. C. Hsee and D. J. Sardella, Magn. Reson. Chem., 1990, 28, 688 CAS.
L. Shimoni, H. L. Carrell, J. P. Glusker and M. M. Coombs, J. Am. Chem. Soc., 1994, 116, 8162 CrossRefCAS.
P. Szczecinski and J. Zachara, J. Organomet. Chem., 1993, 447, 241 CrossRefCAS.
T. Miyake and Y. Koyama, Carbohydr. Res., 1994, 258, 11 CrossRefCAS.
K. Matsubara, A. Oba and Y. Usui, Magn. Reson. Chem., 1998, 36, 761 CrossRefCAS.
A preparation of 3 was reported in ref. 8 and syntheses of 1 and 2 will be reported elsewhere.
L. H. Thoresen, H. Kim, M. B. Welch, A. Burghart and K. Burgess, Synlett, 1998, 1276 CrossRefCAS.
H. Kim, A. Burghart, M. B. Welch, J. Reibenspies and K. Burgess, Chem. Commun., 1999, 1889 RSC.
F. B. Mallory and
C. W. Mallory,
Coupling Through Space in Organic Chemistry, in Encyclopedia of Nuclear Magnetic Resonance,
Wiley,
New York,
1996 Search PubMed.
A. E. Derome,
Modern NMR Techniques for Chemistry Research,
Permagon,
Oxford,
1987 Search PubMed.