Abstract
Palladacycles were found to be efficient catalysts for the reaction of oxabicyclic alkenes with terminal alkynes. A switch of reaction selectivity was realized using a palladacycle with an sp2 or sp3 C–Pd bond. Addition products were afforded predominantly using a palladacycle with an sp3 C–Pd bond, while ring-opening compounds were the major products when palladacycles having an sp2 C–Pd bond were used. DFT calculations revealed that the different trans effects of the sp2-C and sp3-C donors in palladacycles are responsible for the switch in selectivity.
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