Abstract
Inclusion compounds of ferrocene(FcH) and its derivatives with cyclodextrins(CDs; α-CD, β-CD, and γ-CD) were prepared. CD-ferrocene inclusion compounds were obtained in a crystalline state in high yield. β-CD and γ-CD formed 1∶1 stoichiometric inclusion compounds with ferrocene and its derivatives. α-CD formed 2∶1 (CD:guest) complexes with ferrocene and the monosubstituted derivatives, but did not form complexes with 1,1′-disubstituted derivatives, α-CD-FcH and β-CD-FcH complexes are thermally stable and do not liberate ferrocene on heating at 100°C in vacuo. The cyclodextrin inclusion compounds were characterized by1H-NMR, IR, UV, and CD spectra. A large positive induced Cotton effect was observed in the case of β-CD-FcH complex, while the γ-CD-FcH complex showed a negative spectrum. The binding mode is discussed. β-Cyclodextrin was found to form inclusion complexes in ethylene glycol, diethylene glycol, triethylene glycol, methyl cellosolve, ethyl cellosolve, methyl alcohol, and glycerine solutions. γ-CD also formed complexes in ethylene glycol solution. The binding of ferrocene by β-CD is stronger in ethylene glycol than in dimethyl sulfoxide and dimethyl formamide.
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Harada, A., Takahashi, S. Preparation and properties of cyclodextrin inclusion compounds of organometallic complexes. Ferrocene inclusion compounds. Journal of Inclusion Phenomena 2, 791–798 (1984). https://doi.org/10.1007/BF00662247
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DOI: https://doi.org/10.1007/BF00662247