Synthesis of Ortho-, Meta- and Paracyclo(1,1)ferrocenophanes Containing Sulfide Bonds
The title dithiaferrocenophanes (1-5) have been synthesized in reactions of 1,1_-di(hydroxymethyl) ferrocene with o-, m- and p-dithiophenols, applying high dilution technique and small amount of trifluoracetic acid as catalyst. As by-products insoluble ferrocene polysulphides formed in competitive intermolecular condensations were isolated in all cases. In reactions of isomeric dithiophenols with ferrocenylmethanol acyclic model compounds (6-10) were prepared for spectral comparisons. The complexing ability of the synthesized ortho- and meta(1,1_)ferrocenophanes 1 and 3 with metal cations was measured by a solvent-extraction method, and was found to be poor with alkali cations but significantly better with Ag+ cations.