کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
---|---|---|---|---|
1315460 | 976033 | 2009 | 6 صفحه PDF | دانلود رایگان |
![عکس صفحه اول مقاله: Hydrolytic stability of nitrogenous-heteroaryltrifluoroborates under aqueous conditions at near neutral pH Hydrolytic stability of nitrogenous-heteroaryltrifluoroborates under aqueous conditions at near neutral pH](/preview/png/1315460.png)
The hydrolytic stability of heteroaryltrifluoroborates under physiological conditions has been analyzed by 19F NMR spectroscopy and is found to be greatly enhanced by the presence of endocyclic ring nitrogens. Stability is further enhanced by the presence of exocyclic electron withdrawing substituents. As with aryltrifluoroborates, NMR analysis suggests that the hydrolysis proceeds via single rate-determining step reflecting loss of the first fluoride atom. The stability of these complexes is significant both in terms of metal catalyzed cross-coupling reactions as well as the potential for generating boronic acid based 18F-PET imaging agents.
The hydrolytic stability of heteroaryltrifluoroborates under physiological conditions has been analyzed by 19F NMR spectroscopy and is found to be greatly enhanced by the presence of endocyclic ring nitrogens. Stability is further enhanced by the presence of exocyclic electron withdrawing substituents. As with aryltrifluoroborates, NMR analysis suggests that the hydrolysis proceeds via single rate-determining step reflecting loss of the first fluoride atom. The stability of these complexes is significant both in terms of metal catalyzed cross-coupling reactions as well as the potential for generating boronic acid based 18F-PET imaging agents.Figure optionsDownload as PowerPoint slide
Journal: Journal of Fluorine Chemistry - Volume 130, Issue 4, April 2009, Pages 377–382