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Substituent effects on aryltrifluoroborate solvolysis in water: implications for Suzuki-Miyaura coupling and the design of stable [super 18]F-labeled aryltrifluoroborates for use in PET imaging
- Source :
- Journal of Organic Chemistry. June 20, 2008, Vol. 73 Issue 12, 4662-4670
- Publication Year :
- 2008
-
Abstract
- The results from a Hammett analysis of the solvolytic lability of aryltrifluoroborates where log([k.sub.solv]) values correlate to [sigma] values with a [rho] value of approximately -1, is presented. The data obtained provide insight for tuning the reactivity of boron for several uses including [super 18]F-labeled PET reagents and mechanistic implications for ArB[F.sub.3]-enhanced ligandless metal-mediated cross coupling reactions with aryltrifluoroborates.
Details
- Language :
- English
- ISSN :
- 00223263
- Volume :
- 73
- Issue :
- 12
- Database :
- Gale General OneFile
- Journal :
- Journal of Organic Chemistry
- Publication Type :
- Academic Journal
- Accession number :
- edsgcl.181605202