Diquinanes, Eight-membered Carbocycles and new Di-bridged Bis-π-allyl Complexes by Intramolecular Reactions of Unsaturated Tricarbonyl [Trimethylenemethane] iron Complexes. Non Destructive Ozonolysis of Trimethylenemethane Complexes.

Tricarbonyl [TMM] iron complexes bearing an olefinic side chain were oxidized by Me₃NO in boiling benzene. When the TMM and the reactive C=C bond are separated by 3C-spacers, novel di-bridged dicarbonyl [bis-π-allyl] iron complexes, as well as methylenediquinanes or 5-vinylcyclooctenones were obtained selectively, depending on the substitution pattern and the configuration of the starting TMM complexes. Their synthesis was achieved via cross conjugated tricarbonyl [pentadienyl] iron cations and by use of the unprecedented ozonolysis of mixtures of TMM and diene complexes with homoallylic side chains to [TMM] Fe(CO)₃ aldehydes, which resulted in a chemical purification by selective destruction of the diene complexes.

Trimethylenemethane - iron tricarbonyl complexes - decomplexation - bis-π-allyl iron dicarbonyl complexes - diquinanes - cyclooctenones - ozonolysis