Abstract
Arylaldehydes can coordinate to nickel(0) in η 2-fashion to give η 2-arylaldehydenickel complexes, which react with Me 3SiOTf or Me 3SiCl to give η 1:η 1-siloxybenzylnickel or η 3-siloxybenzyl complex. In the presence of PCy 3 or CO, η 1:η 1-siloxybenzylnickel complex underwent homocoupling reaction to give a pinacol type product. In the presence of zinc dust, the reductive homocoupling reaction of arylaldehyde proceeded catalytically to form pinacol derivatives in 70–99% yield. On the other hand, η 3-siloxybenzylnickel complex regenerated benzaldehyde and Me 3SiOTf under a carbon monoxide pressure.
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