Free radical approaches to fluorinated derivatives of Amines

Abstract

A. The C-H bond is used as a functional group in free radical addition of nitrogen containing compounds to a variety of fluoroalkenes. Substituent effects are explained using the trimethylsilyl and acetyl derivatives of a range of both aliphatic and alicyclic amines, and studies are described on the effect of introducing a second heteroatom on the reactivity of these derivatives. Further reactions of some of the adducts gave synthetic routes to fluorinated amines. B. Attempts at direct fluorination of tertiary amide models for RDX explosives are described using a range of techniques from high pressure to UV initiation. C. Reactions of fluorinated aldehydes and ammonia result in the formation of fluorinated oligomers, and also to the formation of a fluorinated heterocyclic.