Radical polyhaloalkyl

For steric reasons, the preferred orientation of the addition to a monosubstituted alkene is to the unsubstituted end of the C = C bond however, the polarity of the C = C bond can influence the magnitude of the regiosectivity and this effect is dependent on the electronegativity of the substituents on the alkene. Polarity can also have a major effect on the rate of the condensation polyhaloalkyl radicals behave generally as electrophiles whose addition is retarded by electron-withdrawing and assisted by electron-donating substituents. 

Allyl(tributyl)tin systems can be deallylated by polyhaloalkyl radicals. The reaction is favored by electron-accepting substituents and... 

Polyhaloalkyl compounds such as CCI4 and the trichloroacetate 920 undergo addition to alkenes with catalysis by Pd(OAc>2 and tri(o-tolyl)phosphine in the presence of The reaction is explained by a free radical mechanism,... 

The radical addition of polyhaloalkyl halides to C = C bonds is compatible with the presence of functional substituents, such as hydroxy, alkoxy, epoxy, acetoxy, kctal, 0x0, cyano, carboxy, or alkoxycarbonyl groups. The experimental procedures are similar to those used for simple alkenes (see Table 2). 

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