An unexpected and significantly lower hydrogen-bond-donating capacity of fluorohydrins compared to nonfluorinated alcohols. [VIP paper]

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...

Full description

Bibliographic Details
Main Authors: Graton, Jérôme (Author), Wang, Zhong (Author), Brossard, Anne-Marie (Author), Gonçalves Monteiro, Daniela (Author), Le Questel, Jean-Yves (Author), Linclau, Bruno (Author)
Format: Article
Language:English
Published: 2012-06-18.
Subjects:
Article
Online Access:Get fulltext
LEADER 01294 am a22001813u 4500
001 340162
042 |a dc 
100 1 0 |a Graton, Jérôme  |e author 
700 1 0 |a Wang, Zhong  |e author 
700 1 0 |a Brossard, Anne-Marie  |e author 
700 1 0 |a Gonçalves Monteiro, Daniela  |e author 
700 1 0 |a Le Questel, Jean-Yves  |e author 
700 1 0 |a Linclau, Bruno  |e author 
245 0 0 |a An unexpected and significantly lower hydrogen-bond-donating capacity of fluorohydrins compared to nonfluorinated alcohols. [VIP paper] 
260 |c 2012-06-18. 
856 |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 
520 |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. 
655 7 |a Article 

Similar Items