ALKYNYLALUMINIUM COMPOUNDS IV. REACTIONS OF DIMETHYLALKYNYLALUMINIUM COMPOUNDS WITH KETONES

Article abstract of DOI:10.1016/0022-328X(84)80306-X

The addition of dimethylpropynyl-, dimethylbutynyl- and dimethylphenylethynyl-aluminium to acetone and acetophenone leads to the products of alkynylation, but the methylated products are also formed.The selectivity of the alkynylaluminium compounds used in alkynylation increases in order (Me2AlC<*>CEt)2 < (Me2AlC<*>CMe)2 , (Me2AlC<*>CPh)2.The selectivity increases when an excess of the organoaluminium compound is used, or when it is applied as a complex with a Lewis base.An increase of reactivity of the investigated compounds toward ketones in order (Me3Al)2 < (Me2AlC<*>CMe)2 < (Me2AlC<*>CEt)2 is observed.