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RESEARCH PRODUCT
Twofold Electrochemical Amination of Naphthalene and Related Arenes
Sabine MöhleFrank RichterSebastian HeroldSiegfried R. WaldvogelHartmut Nefzgersubject
Electrolysis010405 organic chemistryChemistryInorganic chemistryDiamondElectrolyteengineering.material010402 general chemistryElectrochemistry01 natural sciencesCatalysis0104 chemical sciencesAnodelaw.inventionchemistry.chemical_compoundlawElectrochemistryengineeringAminationSeparator (electricity)Naphthalenedescription
The twofold, electrochemical amination reaction of polycyclic arenes, e.g. naphthalene (4), via Zincke intermediates is demonstrated for the first time. The installation of the nitrogen functionalities occurs regioselectively in positions 1 and 5 of naphthalene (4). The key for this electro-conversion is boron-doped diamond as anode material. The method of the multi-amination reaction is expanded to other aromatic substrates. A detailed study is provided, covering electrolysis parameters, e.g. anode material, electrolyte system, current density, separator, etc. Despite the moderate yields, this approach offers the first direct electro-synthetic access to diaminated products.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2017-06-22 | ChemElectroChem |