Literature DB >> 26250701

A Novel Cathode Material for Cathodic Dehalogenation of 1,1-Dibromo Cyclopropane Derivatives.

Christoph Gütz1, Maximilian Selt1, Markus Bänziger2, Christoph Bucher2, Christina Römelt1, Nadine Hecken1, Fabrice Gallou2, Tomás R Galvão2, Siegfried R Waldvogel3.   

Abstract

Leaded bronze turned out to be an excellent cathode material for the dehalogenation reaction of cyclopropanes without affecting the strained molecular entity. With this particular alloy, beneficial properties of lead cathodes are conserved, whereas the corrosion of cathode is efficiently suppressed. The solvent in the electrolyte determines whether a complete debromination reaction is achieved or if the process can be selectively stopped at the monobromo cyclopropane intermediate. The electroorganic conversion tolerates a variety of functional groups and can be conducted at rather complex substrates like cyclosporine A. This approach allows the sustainable preparation of cyclopropane derivatives.
© 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  cyclopropanes; dehalogenation; electrochemical reduction; leaded bronze; sustainable chemistry

Year:  2015        PMID: 26250701     DOI: 10.1002/chem.201502064

Source DB:  PubMed          Journal:  Chemistry        ISSN: 0947-6539            Impact factor:   5.236


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