Abstract
Studies on the synthesis and molecular structures of multibridged ferrocenophanes with tri-, tetra-and penta-methylene chains are described. [4n] Ferrocenophanes (n=2-5) were synthesized by stepwise construction of tetramethylene chain bridges via bridging reaction and insertion of a methylene unit. The molecule of the ultimate pentabridged compound, [4] superferrocenophane, resembles a Japanese pumpkin, according to the X-ray crystal structure. The conformation of the methylene chains of the superferrocenophane was analyzed by molecular mechanics calculation. Synthesis of [34] (1, 2, 3, 4) - and [4] [34] (1, 2, 3, 4, 5) ferrocenophanes were achieved by the procedure based on a working hypothesis that was derived from a correlation between molecular structure and selectivity of bridging reaction of ferrocenophanealkanoic acids. [4] [34] Ferrocenophane can become a synthetic precursor for [3] superferrocenophane. [5n] Ferrocenophanes (n = 2-4) were synthesized by repetition of bridging reaction and insertion of two methylene units. The electronic spectra of various multi-bridged ferrocenophanes revealed that the d-d absorption band underwent a proportionately hypsochromic shift with increase of the number of the tetramethylene bridge and with shortening of Cp ring-Fe-Cp ring distance.
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