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- Title
A Novel Cathode Material for Cathodic Dehalogenation of 1,1-Dibromo Cyclopropane Derivatives.
- Authors
Gütz, Christoph; Selt, Maximilian; Bänziger, Markus; Bucher, Christoph; Römelt, Christina; Hecken, Nadine; Gallou, Fabrice; Galvão, Tomás R.; Waldvogel, Siegfried R.
- 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.
- Subjects
CATHODE efficiency; DEHALOGENATION; CYCLOPROPANE; ELECTROLYTIC reduction; CORROSION potential; LEAD; BROMINATION
- Publication
Chemistry - A European Journal, 2015, Vol 21, Issue 40, p13878
- ISSN
0947-6539
- Publication type
Article
- DOI
10.1002/chem.201502064