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 phosphanylquinolines 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.

Pd(0)-catalyzed cis-trans Alkene Isomerization

CANOVESE, Luciano;SANTO, Claudio;VISENTIN, Fabiano
2008-01-01

Abstract

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 phosphanylquinolines 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.
2008
27
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/10278/29840
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