Abstract
A simple enol acetal underwent rapid cleavage in acidic solution to generate a difluorinated enol, which was sufficiently long-lived to be characterized by 2D NMR in a protic solvent at ambient temperature. Density functional theory calculations on a model reaction suggest that there are significant differences in protonation transition state timing between the fluorinated and nonfluorinated enols. © 2006 American Chemical Society.
Original language | English |
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Pages (from-to) | 8250-8255 |
Number of pages | 5 |
Journal | Journal of Organic Chemistry |
Volume | 71 |
Issue number | 21 |
DOIs | |
Publication status | Published - 13 Oct 2006 |
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CCDC 630245: Experimental Crystal Structure Determination
Griffith, G. A. (Contributor), Hillier, I. (Contributor), Percy, J. M. (Contributor), Roig, R. (Contributor) & Vincent, M. A. (Contributor), Cambridge Crystallographic Data Centre, 1 Jan 2007
DOI: 10.5517/ccp4th3, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/ccp4th3&sid=DataCite
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