Abstract
Irradiation of N 2F 4(NF 2) with propene and with 1,1-difluoroethene in the gas phase atroom temperature leads to the addition of F and NF 2 across the double bond. The ratioof terminal to internal addition of F to propene was found to be 1.4:1 after correctingfor the decomposition of vibrationally excited intermediates. In the case of 1,1-difluoroethene,the corrected ratio of F addition is 5:1 with addition at the methylene sitepredominating. The difference in selectivity of F addition to propene and to 1,1-difluoroethenecorrelates with spin density difference in the π-π* triplet state of the alkeneand with the difference in the HOMO coefficients of the substrate alkene, i.e. the patternof selectivity is that predicted by the State Correlation Diagram model of Shaik andCanadell.
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