Stepwise reduction of a base-stabilised ferrocenyl aluminium(iii) dihalide for the synthesis of structurally-diverse dialane species
Chemical Science2022Vol. 13(33), pp. 9693–9700
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Debabrata Dhara, Felipe Fantuzzi, Marcel Härterich, Rian D. Dewhurst, Ivo Krummenacher, Merle Arrowsmith, Conor Pranckevicius, Holger Braunschweig
Abstract
We report the reduction of bulky ferrocenyl-based NHC-stabilised aluminium(iii) diiodide [Fc*(NHC)AlI2] (Fc* = 2,5-bis(3,5-di-tert-butylphenyl)-1-ferrocenyl) in different hydrocarbon solvents (hexane, benzene, toluene, and p-xylene), which results in different outcomes. Reduction in hexane with an equivalent amount of KC8 generates the diiododialane [(Fc*(NHC)AlI)2], whereas complete reduction in hexane leads to an unusual C-H activation at an N-Me group of one NHC unit. In contrast, reaction in aromatic solvents result in hitherto unknown Birch-type reductions of the corresponding solvent molecules by transient aluminium radicals of the type [LAlR2]˙, which is ultimately bound to two aluminium centers.
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