The conversion of alpha-ferrocenylalkyl-O-methyl ethers into the corresponding alcohols was successfully achieved by solvolysis in water/acetone mixtures. The content of water in the solvent markedly influenced the reaction rates. The reactivity of structurally different classes of ferrocenyl ethers was evaluated and in most cases high yields of ferrocenyl alcohols or diols were obtained in a few hours without any additive. Deprotection of less reactive substrates was accelerated in the presence of montmorillonite. The method is simple, environmentally benign and valuable in providing easy access to a variety of ferrocenyl derivatives through the use of the -O-methyl ether protective group.

Mild hydrolytic cleavage of alpha- ferrocenylalkyl-O-methyl ethers

Pedotti Sonia;Patti Angela
2012

Abstract

The conversion of alpha-ferrocenylalkyl-O-methyl ethers into the corresponding alcohols was successfully achieved by solvolysis in water/acetone mixtures. The content of water in the solvent markedly influenced the reaction rates. The reactivity of structurally different classes of ferrocenyl ethers was evaluated and in most cases high yields of ferrocenyl alcohols or diols were obtained in a few hours without any additive. Deprotection of less reactive substrates was accelerated in the presence of montmorillonite. The method is simple, environmentally benign and valuable in providing easy access to a variety of ferrocenyl derivatives through the use of the -O-methyl ether protective group.
2012
Istituto di Chimica Biomolecolare - ICB - Sede Pozzuoli
Methyl ethers; Ferrocenes; Solvolysis; Aqueous solvent
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/20.500.14243/241332
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