Premium
A Novel Cathode Material for Cathodic Dehalogenation of 1,1‐Dibromo Cyclopropane Derivatives
Author(s) -
Gütz Christoph,
Selt Maximilian,
Bänziger Markus,
Bucher Christoph,
Römelt Christina,
Hecken Nadine,
Gallou Fabrice,
Galvão Tomás R.,
Waldvogel Siegfried R.
Publication year - 2015
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201502064
Subject(s) - cyclopropane , halogenation , cathode , corrosion , cathodic protection , chemistry , electrolyte , alloy , solvent , combinatorial chemistry , organic chemistry , electrochemistry , electrode , ring (chemistry)
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.