Redox-active cavitand host molecules

IV. Electrochemical Recognition of Neutral Guest Species Redox-Active Cavitand Host Molecules... 

The reaction of ferrocenecarbaldehyde (98) and resorcinol (99) under acidic conditions gave the phenolic macrocycle (100), which on addition of chlorobromomethane in the presence of a base produced the first redox-active cavitand (141,142) (101) (Scheme 31). An X-ray structural investigation on crystals of (101), obtained from a dichlorometh-ane-diethyl ether solvent mixture, revealed the inclusion of a dichloro-methane guest molecule within the cavitand host cavity (Fig. 23). Related redox-active cavitand host molecules ((102) and (103)) containing ferrocene moieties lining the wall of the cavitand cavity have also been prepared by our group (141, 142). 

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