Ab initio study of the mechanisms of reactions of NF3 with aliphatic and benzylic substrates

作者：Belter Randolph K^*; McFerrin Cheri A

来源：Journal of Fluorine Chemistry, 2012, 135: 272-277.

DOI：10.1016/j.jfluchem.2011.12.007

• Nitrogen trifluoride
• Ab initio
• Gaussian
• Alkyl substitution
• Aromatic substitution
• Radical abstraction
• Difluoroalkylamines

At temperatures around 400 degrees C, nitrogen trifluoride (NF3) readily reacts with alkanes and benzene as well as ethers to produce stable N,N-difluoroamines. Difluoroamination of benzylic substrates results in initial N,N-difluoroamines that undergo eliminations or rearrangements. Toluene and ethylbenzene produce benzonitrile. Cumene produces et-methylstyrene. Diphenylmethane produces benzanilide. Little or no direct fluorination or radical dimerization is observed. This study uses ab initio calculations to help understand the reasons for such diverse reaction pathways.

• 出版日期2012-3