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[reaction: see text] Quinolylmethyl, 1-(isoquinolyl)ethyl, and 1-(quinolyl)ethyl acetates reacted with dimethylmalonate anion in the presence of a Pd(0) catalyst to give products of nucleophilic substitution and/or byproducts, depending upon the substitution pattern. The observed side reactions were reduction in the case of primary acetates and elimination or elimination/Michael-type addition sequence for secondary substrates.

In chloroform, the reaction of cis-5-phenylcyclohex-2-enyl 4-Z-benzoate (cis-1 Z , Z = NO 2 , Cl, H, Me, MeO) with Pd 0 complexes ligated to PPh 3 is reversible and proceeds with isomerization at the allylic position. The rate of isomerization of cis-1 Z to trans-1 Z depends on the catalytic precursor: Pd 0 (PPh 3 ) 4 Ͼ {Pd 0 (dba) 2 + 2PPh 3 } in agreement with an S N 2 mechanism in the rate-determining isomerization of the cationic (η 3 -allyl)palladium complexes formed in the oxidative addition. For a given precursor, the rate of isomerization of cis-1 Z to trans-1 Z also depends on the substituent Z, i.e., on the leaving group. The isomerization rate follows the same order as the leaving group properties:

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