[66530-06-1] · C4H7Al · Ethynyldimethylaluminum · (MW 82.08)
Alternate Name: dimethylaluminum acetylide.
Solubility: sol ether.
Preparative Method: from Lithium Acetylide and Dimethylaluminum Chloride.1
Handling, Storage, and Precautions: generated in situ and used directly.
Ethynyldimethylaluminum and its derivatives are useful reagents for the 1,4-addition of alkynyl groups to a,b-unsaturated ketones (eq 1).1,2 The complex formed by reaction of Nickel(II) Acetylacetonate and Diisobutylaluminum Hydride (1:1) catalyzes the conjugate addition of the alkynyl unit of dialkylaluminum acetylides to both s-cis and s-trans enones. A low yield is obtained for direct addition of dimethylaluminum acetylide (R = H) to a,b-enones. This conjugate adduct is destroyed over a relatively short period of time in the presence of the nickel species due to side reactions involving the product, a terminal alkyne.
Takeshi Nakai & Katsuhiko Tomooka
Tokyo Institute of Technology, Japan