DEVELOPMENTS OF LIPOPHILIC CYLINDRICAL CRYPTANDS.

Recently we reported new terms 1a-b of this class of compounds in which the bridges are two equally substituted propylenes.

Properties of 1a-b:

1) are synthesized in one-step: the assembling of the macrotricyclic structure is driven by the template effect of metal cation (Scheme 1);


Scheme 1. Synthesis of free ligands 1a-b.


2) are characterized by an increased lipophilicity;

3) the lateral chains can bear suitable functionalities for further synthetic transformations; and

4) can exist as two diastereoisomers, cis and trans, which can be separated by column chromatography.




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