M. Costa et al., A NEW CYCLOPENTADIENE AND ITS USE AS A LIGAND FOR CATALYTICALLY ACTIVE RHODIUM COMPLEXES, Journal of organometallic chemistry, 488(1-2), 1995, pp. 47-53
Dimethyl -methoxycarbonylcyclopenta-1,3-diene-1,2-diacetate has been p
repared from benzyl methyl malonate by reaction with 2-propynyl bromid
e, followed by palladium-catalyzed ring-forming oxidative carbonylatio
n and by elimination of the benzyloxycarbonyl group and double bonds i
somerization. The anion of the diacetate readily reacts with transitio
n metal complexes, to give the corresponding cyclopentadienyl derivati
ves. We describe here some complexes, obtained from [{RhCl(L)(2)}(2)]
[L = CO, C2H4, or 1,5-cyclooctadiene (COD)], which are efficient catal
ysts for the alkyne-nitrile co-cyclization to pyridines and for the hy
droformylation of styrene and 1-hexene.