Ilchenko Nadia O, Tasch Boris O A, Szabó Kálmán J
Department of Organic Chemistry, Stockholm University http://www.organ.su.se/ks/
Angew Chem Int Ed Engl. 2014 Nov 17;53(47):12897-901. doi: 10.1002/anie.201408812. Epub 2014 Oct 21.
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 CF 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.
在AgBF₄存在下，一种对空气和湿气稳定的氟碘烷适用于在温和反应条件下对苯乙烯进行选择性偕二氟代反应。其中一个CF键是由高价碘试剂转移亲电氟形成的，而另一个则来自银的四氟硼酸根抗衡离子。氘同位素标记实验和甲基苯乙烯底物的重排表明该反应通过苯鎓离子中间体进行。
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