Synthesis of aldehydes and ketones through carbonylation of (9-methoxytricyclo[5,2,1,02,6]dec-4-en-8-yl) triphenylphosphinepalladium(II) chloride
- 1 January 1972
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in J. Chem. Soc., Dalton Trans.
- No. 3,p. 262-265
- https://doi.org/10.1039/dt9720000262
Abstract
The complex [Pd(C10H12OMe)(PPh3)Cl](1) reacts with carbon monoxide in aprotic solvents to give an intermediate which i.r. and n.m.r. spectra indicate to be [Pd{(C10H12OMe)(CO)}(PPh3)(CO)Cl](2). This intermediate, which could not be isolated, reacts with phenyl- or methyl-lithium to yield unsaturated ketones of the type RCO·C10H12·OMe with concomitant reduction of PdII to metallic palladium. The reaction of (2) with methyl iodide or hydrogen chloride gives the corresponding ketone or aldehyde, respectively, with formation of a palladium(II) dimeric complex. Compound (1) reacts with acetyl chloride to give a PdII dimeric complex and the ketone MeCO·C10H12·OMe which is the same as that obtained by reaction with carbon monoxide and methyl iodide.Keywords
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