Cyclobis tetracations

Some authors based their approach to selective binding of the more lipophilic a-amino acids in water on hydrophobic effects using water-soluble, cavity-containing cyclophanes for the inclusion of only the apolar tail under renouncement of any attractive interaction of the hosts with the zwitterionic head . Kaifer and coworkers made use of the strong affinity of Stoddart s cyclobis(paraquat-p-phenylene) tetracation 33 for electron-rich aromatic substrates to achieve exclusive binding of some aromatic a-amino acids (Trp, Tyr) in acidic aqueous solution [48]. Aoyama et al. reported on selectivities of the calix[4]pyrogallolarene 34 with respect to chain length and t-basicity of aliphatic and aromatic amino acids, respectively [49]. Cyclodextrins are likewise water-soluble and provide a lipophilic interior. Tabushi modified )S-cyclodextrin with a 1-pyrrolidinyl and a carboxyphenyl substituent to counterbalance the... 

The successful syntheses of the above host-guest assemblies pointed the way to the formation of molecular threads - namely, compounds formed by threading a cyclic species, such as the cyclobis(paraquat-/ -phenylene) tetracation, on to a separate extended linear component the product is a pseudorotaxane. Pseudorotaxanes are a derivative category of the rotaxanes in which one of the assembled components is a longer (often oligomeric) linear fragment. They are thus similar to rotaxanes, with the exception that the linear component is not terminated by bulky stoppers . 

A related [2]-catenane incorporating the unsymmetrical 1,5-naphtho-/ -pheny-lene-36-crown-10 and the cyclobis(paraquat-/7-phenylene) tetracation has been... 

Properties, applications, and syntheses of cyclophane-like tetracation cyclobis(paraquate-/>-phenylene) 04MI26. 

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