R. Goddard, G. Hopp, P. W. Jolly
Jan 25, 1995
Citations
1
Influential Citations
20
Citations
Journal
Journal of Organometallic Chemistry
Abstract
Abstract Hydroxydeca-3,7,9-triene-2-one (prepared by metallation of acetylacetone followed by treatment with 1-bromopenta-2,4-diene) undergoes intramolecular cyclization in the presence of a [Pd(iPr2PC2H4PiPr2)] catalyst to give a mixture of cyclohexanone and cycloheptenone derivatives. The cyclohexanone 2-(1-hydroxyethyliden)-3-vinylcyclohexanone isomerizes in the presence of palladium to give the palladium-alkene complex (η 2 -2- acetyl -3- ethylcyclohex -2- enone ) Pd ( i Pr 2 PC 2 H 4 P i Pr 2 ) whose crystal structure has been established by X-ray diffraction. A related cyclization reaction involving the disubstituted 1,3-diketone 9-hydroxy-1,3,7,12,14-pentaene-7-one leads to the formation of a mixture of spiro compounds (mainly 5,11-divinyl-spiro[5.5]undeca-1,7-dione) whose structures have been elucidated with the help of 1H- and 13C-NMR spectroscopies using 2D-NMR techniques.