Hypervalent Iodine-based Trifluoromethylating Agents Made in Switzerland
Nico Santschi, Antonio Togni
CHIMIA · 2014
doi:10.2533/chimia.2014.419 (opens in a new tab)
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Abstract
This account aims at providing a general overview over studies carried out in our group on 3,3-dimethyl-1-(trifluoromethyl)-3H-1?3,2-benziodaoxole (1) and 1-(trifluoromethyl)-3H-1?3,2-benziodaoxol-3-one (2). While the first part deals with the syntheses of these increasingly popular reagents, the second part provides in-depth analyses of solid state structures of different derivatives. By means of bond-length derived parameters p changes in the hypervalent bond resulting from backbone modifications could be classified. Furthermore, it is showcased that the parameter p also correlates to solution phase reactivities. Lastly, diverse strategies directed towards the activation of the reagents are exemplified based on selected applications of 1 and 2.
Abstract licence: CC BY-NC
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