Abstract

AbstractThe mechanism of the halogen‐transfer isomerization of halogenated cyclopentene was investigated over a NH4F catalyst in DMF. This catalytic system was to have the unique ability to isomerize halogenated cyclopentene selectively. The process of migration of the F atom in the 3‐position on the C(sp3) atom to the 4‐position on the C(sp3) atom is in chemical equilibrium, whereas the process of migration of the F atom in the 2‐position on the C(sp2) atom to the 3‐position on the C(sp3) atom is not. Therefore, halogenated cyclopentene containing fluorine on either the C(sp3) or C(sp2) atom could be prepared selectively in terms of the NH4F catalyst.

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