ABSTRACT Azolium salts such as imidazolium, triazolium and benzothiazolium halides can be directly cathodically reduced in DMF solution yielding the corresponding N-heterocylic carbenes (NHCs). A voltamperometric study shows that the reduction potential is linked to the nature of the azolium salt. Preparative electrolyses using an undivided cell allow the preparation of NHCs which can be trapped either by selenium to yield a selenourea derivative with good yields or by a nickel salt to yield a bis-NHC Ni(II) complex.
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