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The cis−trans isomerization of some olefins bearing strong electron-withdrawing substituents (dmma and E -tse) is catalyzed by their mere coordination to a suitable Pd(0) fragment without any external reagents. The choice of spectator ligand is fundamental to the efficiency of the process, and the phosphanyl-quinolines dppq and dppq-Me have proven to be particularly effective. The mechanism of the rearrangement is discussed, and the presence of electron-withdrawing and conjugated substituents on the olefins appears to be an essential prerequisite for the isomerization.
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Canovese et al. (2008) studied this question.
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