REACTIONS OF CESIUM FLUOROXYSULFATE WITH ORGANIC-MOLECULES .25. REACTIONS WITH ETHERS

The reactions of caesium fluoroxysulphate in MeCN suspension at room t emperature with di-benzyl, di-alkyl or benzyl-alkyl ethers resulted in oxidative cleavage of the ethers forming pairs of corresponding aldeh ydes and alcohols, which could be further transformed into acid fluori des under the reaction conditions used. Di-benzyl ether was thus trans formed to a mixture of benzyl alcohol, benzaldehyde and benzoyl fluori de as the main products and benzyl benzoate as the a minor one, while di-n-hexyl ether resulted in a mixture of n-hexanol, hexanal, hexanoyl fluoride and hexyl hexanoate. The reaction of benzyl hexyl ether resu lted in a mixture of benzaldehyde, benzoyl fluoride and hexanol as the main, and benzyl alcohol, hexanal, hexanoyl fluoride and hexyl benzoa te as the minor products. A reaction mechanism including radical inter mediates was proposed. (C) 1997 Elsevier Science S.A.