Hydrogen bonding affects the persistency of alkyl peroxy radicals

Org Lett. 2007 Jul 5;9(14):2725-8. doi: 10.1021/ol071059e. Epub 2007 Jun 6.

Abstract

The effect of 1,1,1,3,3,3-hexafluoro-2-phenylpropan-2-ol (HFPP) on the persistency of sec-alkyl peroxy radicals has been investigated. The formation of a hydrogen-bonding complex between HFPP and the radical resulted in a large increase in the lifetime of the radical. This variation was accompanied by a decrease in the g-value. An enthalpy change of -3.4 kcal mol-1 was estimated for the formation of the hydrogen-bonded complex.