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.
All Science Journal Classification (ASJC) codes
- Physical and Theoretical Chemistry
- Organic Chemistry
- Inorganic Chemistry