par Dassas, Yves;Boué, Stéphane ;Fontana, André
Référence Journal of the Chemical Society. Perkin Transactions 2, 4, page (613-617)
Publication Publié, 1990
Article révisé par les pairs
Résumé : The electrochemical hydrogenation of the non-alternant aromatic hydrocarbon fluoranthene has been investigated in LiClO4-hexamethylphosphoric triamide; it has been found that hydrogenation cannot be achieved satisfactorily, not even to the dihydro derivative, when ethanol is used as the proton donor, whether present during or added after electrolysis. On the other hand, reaction of a stock of fluoranthene dianion with aqueous hydrochloric acid proves to be a clean, easy way to prepare 1,2,3,10b-tetrahydrofluoranthene, a product which requires donation of four electrons to fluoranthene. A mechanism is discussed to account for such a transfer of electrons.