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Abstract
A highly Lewis acidic aluminum complex was produced using a tridentate ligand 1. The enhanced Lewis acidity of 1-Al was attributed to the combination of a stereoelectronic effect and an electrostatic effect. Comparison with an unstrained complex 4-Al indicated that the ligand-defined sp 3 geometry of the aluminum in 1-Al led to the lower LUMO level and the larger LUMO coefficient on the aluminum. 1-Al promotes a catalytic allylation of aromatic aldehydes using allyltrimethylsilane. A catalytic amount of excess ligand added to the aluminum was important for high chemical yield. The excess ligand might act as a proton source to facilitate ligand exchange on the highly Lewis acidic aluminum.
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