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Mapping Perfluoroalkyl Effects in Togni-Type Reagents by Thermolysis
Nico Santschi1, Dmitry Katayev1, Roxan Calvo1
1Department of Chemistry and Applied Biosciences, Swiss Federal Institute of Technology, ETH Zürich, Vladimir-Prelog-Weg 1/2, 8093, Zürich, Switzerland.
Abstract:
We present the thermolysis of cyclic hypervalent iodine(III) perfluoroalkyl transfer reagents carried out in standard GC-MS instrumentation. Through heating, these structures undergo fragmentation to afford perfluoroalkyl radicals F2n+1 Cn. and each reagent can be characterized by means of a threshold temperature, TIP (n). This parameter TIP (n) not only reflects the stability of the F2n+1 Cn -I bond, but potentially also carries information regarding fundamental properties of the linear perfluoroalkyl chains.
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