Substitutive aromatic fluorination with CHLORINE PENTAFLUORIDE (cas 13637-63-3)
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Add time:09/08/2019 Source:sciencedirect.com
In contrast to limited substitutive fluorination of aromatics with halogen fluorides such as ClF, ClF3, BrF3 and IF5, fluorination is the predominant reaction path with ClF5. Under non-catalytic liquid phase conditions, benzene was converted to fluorobenzene (54% yield) and chlorobenzene (37% yield), respectively. For a heterocyclic substrate, i.e. 2,4,6-trifluoropyrimidine, substitutive fluorination predominated over chlorination. Three possible fluorination mechanisms are discussed. A transition complex of ClF5 with benzene is favored. Enhanced exchange fluorination of CCl4 was effected with ClF5 (CF2Cl2>>CFCl3>CF3Cl) as compared with ClF3 (CFCl3>>CF2Cl2).
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