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|a Graton, Jérôme
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|a Wang, Zhong
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|a Brossard, Anne-Marie
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|a Gonçalves Monteiro, Daniela
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|a Le Questel, Jean-Yves
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|a Linclau, Bruno
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|a An unexpected and significantly lower hydrogen-bond-donating capacity of fluorohydrins compared to nonfluorinated alcohols. [VIP paper]
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|c 2012-06-18.
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|z Get fulltext
|u https://eprints.soton.ac.uk/340162/1/nificantly%2520Lower%2520Hydrogen-Bond-Donating%2520Capacity%2520of%2520Fluorohydrins%2520Compared%2520to%2520Nonfluorinated%2520Alcohols%2520-%2520Graton%2520-%25202012%2520-%2520Angewandte%2520Chemie%2520International%2520Edition%2520-%2520Wiley%2520Online%2520Library.pdf
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|a 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 to an overall decrease in alcohol H-bond acidity, compared to the corresponding nonfluorinated alcohol.
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|a Article
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