Synthesis of selectively fluorinated cyclohexanes : the observation of phenonium rearrangements during deoxyfluorination reactions on cyclohexane rings with a vicinal phenyl substituent
Date
2015Grant ID
EP/F03055X/1
EP/H022651/1
EP/K022946/1
EP/K031252/1
EP/K039210/1
Keywords
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A study focused on the synthesis of a derivative of all-cis phenyl-2,3,5,6-tetrafluorocyclohexane, incorporating a methyl group at the benzylic position, found that the fluorination reactions of diepoxide and diol precursors, were susceptible to rearrangement and unexpected products. The origin of these rearranged products can be rationalised by aryl migrations occurring via phenonium ion intermediates, in adventitious pathways occurring during deoxofluorination reactions with hydrogen fluoride reagents.
Citation
Bykova , T , Al-Maharik , N , Slawin , A M Z & O'Hagan , D 2015 , ' Synthesis of selectively fluorinated cyclohexanes : the observation of phenonium rearrangements during deoxyfluorination reactions on cyclohexane rings with a vicinal phenyl substituent ' , Journal of Fluorine Chemistry , vol. In press . https://doi.org/10.1016/j.jfluchem.2015.08.003
Publication
Journal of Fluorine Chemistry
Status
Peer reviewed
ISSN
0022-1139Type
Journal article
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