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Nucleophilic cleavage of activated aryl ethers by a fluoride anion

1993; Elsevier BV; Volume: 34; Issue: 1 Linguagem: Inglês

10.1016/0032-3861(93)90301-p

1873-2291

V. Carlier, Baudouin Jambe, Jacques Devaux, R. Legras, P.T. McGrail,

Sulfur-Based Synthesis Techniques

The nucleophilic cleavage of differently activated aryl ethers by a fluoride anion is studied. Two sulphone groups in para positions to the ether link appear to activate this sufficiently to allow its nucleophilic substitution by F− to occur from 280°C upwards. No reaction is observed up to 300°C when two ketone links are para to the ether, whilst the reaction occurs from 300°C upwards in the case of a mixed sulphone-ketone activation.