Alkanes, perhalogenated

Treatment of perhalogenated and highly halogenated alkenes with sulfur tetrafluoride in the presence of lead(IV) oxide, which is most likely converted in situ into lead(IV) fluoride, results in addition of fluorine to the C = C bond of the alkenes. The addition proceeds at 100 C to afford per- and polyhalogenated alkanes 5 in yields ranging from a few percent to almost quantitative.190 Representative examples are given. 

Molecular Volume-Kow Relationships Relationships between Kow and different volume parameters have been reported. Leo et al. [41] compare correlations with Bondi and with CPK volume for two classes of apolar molecules (1) alkanes and alkylsilanes, and (2) perhalogenated alkanes and aromatic and haloaromatic compounds. Further, these authors discuss analogous correlations for alkanols and alkylphenols. 

Finally perfluorinated alkenes, prepared according to various routes (decarboxylation of perfluorinated acids or anhydrides, action of organolithium, magnesium reagents or metallic zinc-copper couple to perfluoroalkyl iodides, oligomerisation of TFE and of HFP, addition of perfluoroalkyl iodides to per-fluoroallyl chloride [304], addition of KF to perhalogenated esters or alkanes... 

Abstract. Perhalogenated ruthenium porphyrins were found to be efficient catalysts for the oxygenation of hydrocarbons including secondary alkanes and benzene in the presence of 2,6-dichloropyridine A-oxide under mild conditions in aprotic media. Up to 15,000 turnovers and rates of 800 TO/min were obtained. A mechanism where Ru(III) - Ru(V) intermediates play an important role is proposed and discussed. 

Bartoli, J.F., O. Brigand, P. Battioni, and D. Mansuy (1992). Hydroxylation of linear alkanes catalyzed by iron porphyrins Particular efficacy and regioselectivity of perhalogenated porphyrins. J. Chem. Soc., Chem. Commum. 6, 440 42. 

The reactions of F atoms with perhalogenated alkanes have been reviewed by Foon and Kaufman (5 ) and by Jones and Skolnik (43). As might be expected, those reactions that are exoergic, such as... 

---