On the Effect of Backbone Modifications in 3,3‐Dimethyl‐1‐(trifluoromethyl)‐3<i>H</i>‐1λ³,2‐benziodaoxole

Abstract

Abstract We report on the effect of small side‐chain modifications to the structure of 3,3‐dimethyl‐1‐(trifluoromethyl)‐3 H ‐1λ 3 ,2‐benziodaoxole ( 1b ) on its reactivity, as expressed by the initial rate v 0 in a model reaction, and show how the latter can be successfully correlated to an easily determined physical parameter p , a 13 C NMR chemical shift. The relationship v 0 ~ p is already present in the simplest starting material devoid of the hypervalent bond and the iodine core and, therefore, presents an interesting approach towards the future scaffold‐optimization of this class of reagents.