4.7 Article

Alkyne insertion into Cu-Al bonds and selective functionalization to form copper acyl compounds

Journal

CHEMICAL COMMUNICATIONS
Volume 58, Issue 59, Pages 8274-8277

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/d2cc02578g

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This study reports on the insertion of alkynes into heterometallic bonds, producing (aluminylalkenyl)copper compounds with differential reactivity at two derived M-C functions. Unique to this system is the control over isolable syn or anti dimetallated alkenes, achieved through either kinetic or thermodynamic control. Subsequent reaction with CO results in the formation of the first structurally characterized copper acyl compounds, aided by the cooperative reactivity of the proximal aluminium centre.
We report on the insertion of alkynes into heterometallic M-M ' bonds, producing (aluminylalkenyl)copper compounds which possess differential reactivity at the two derived M-C functions. Uniquely, this system is capable of controlling access to isolable syn or anti dimetallated alkenes, by employing either kinetic or thermodynamic control. Subsequent derivatization with CO is both stereoselective (to syn systems) and regioselective (to Cu-C bonds), leading to the formation of the first structurally characterized examples of copper acyl compounds - aided by the cooperative reactivity of the proximal aluminium centre.

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