An unexpected and significantly lower hydrogen-bond-donating capacity of fluorohydrins compared to nonfluorinated alcohols. [VIP paper]
Rewriting the rules as fluorination does not always increase hydrogen-bond acidity: while the strongly electron-withdrawing fluorine significantly enhances alcohol H-bond acidity in anti-vicinal fluorohydrins, an intramolecular F???HO interaction overrules completely the inductive effect. This leads...
Main Authors: | Graton, Jérôme (Author), Wang, Zhong (Author), Brossard, Anne-Marie (Author), Gonçalves Monteiro, Daniela (Author), Le Questel, Jean-Yves (Author), Linclau, Bruno (Author) |
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Format: | Article |
Language: | English |
Published: |
2012-06-18.
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Subjects: | |
Online Access: | Get fulltext |
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