Crystal Structure and Absolute Configuration of (+)-(1S,2R)-5,6-Dimethylidene-2exo-norbornyl-exo-irontricarbonyl p-Bromobenzoate

Article abstract of DOI:10.1002/hlca.19810640738

The title complex (+)-13x has been prepared in an enantiomerically pure form.Its absolute configuration has been determined by single-crystal X-ray diffraction and has been correlated chemically to that of the 5,6-dimethylidene-2-norbornyl derivatives (-)-1, (-)-2, (-)-3 and to (-)-(1S,2R)-benzonorborn-5-en-2-yl acetate (s.Scheme 1), whose configuration was deduced by indirect techniques.A critical analysis of the chiroptical propeties of the exocyclic dienes 1-3 is now possible.These compounds are limiting systems for the application of the allylic axial chirality rule, the generalized octant rule and the symmetry rule for β,γ-unsaturated ketones.