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Switching the Z/E Selectivity in the Palladium(II)-Catalyzed Decarboxylative Heck Arylations of trans-Cinnamaldehydes by Solvent

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journal contribution
posted on 19.12.2014 by Shu-Rong Ban, Hai-Ning Wang, Violeta Toader, D. Scott Bohle, Chao-Jun Li
The Z/E selectivity of Pd­(II)-catalyzed decarboxylative Heck-type arylations of trans-cinnamaldehydes can be controlled readily by switching the reaction solvent. Depending on the type of solvent used, each of the two isomeric products can be obtained with good to excellent Z/E ratio. In THF, Z-isomers were formed preferentially, whereas DMF provided the E-isomers predominantly.