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4654312 
Journal Article 
Mild silver-mediated geminal difluorination of styrenes using an air- and moisture-stable fluoroiodane reagent 
Ilchenko, NO; Tasch, BO; Szabó, KJ 
2014 
Yes 
Angewandte Chemie (International Edition)
ISSN: 1433-7851
EISSN: 1521-3773 
53 
47 
12897-12901 
English 
25335468 
WOS:000344793400041 
An air- and moisture-stable fluoroiodane in the presence of AgBF4 is suitable for selective geminal difluorination of styrenes under mild reaction conditions. One of the CF bonds is formed by transfer of electrophilic fluorine from the hypervalent iodine reagent, while the other one arises from the tetrafluoroborate counterion of silver. Deuterium-isotope-labelling experiments and rearrangement of methyl styrene substrates suggest that the reaction proceeds through a phenonium ion intermediate.