Synthesis of cyclophanes for a self-assembly reaction
AssigneeUniversity of Oregon
InventorsDarren W. Johnson, Mary Collins
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Abstract
Disclosed herein is a novel method for preparing cyclophanes, comprising forming a disulfide cyclophane by contacting a linker moiety which includes two or more thiol groups, with a metal salt and an oxidant. The disulfide cyclophane is then desulfurized to form a thiacyclophane comprising thioether bridges. This thiacyclophane optionally may be further desulfurized to form an unsaturated hydrocarbon cyclophane, which can then be reduced to form a saturated hydrocarbon cyclophane. The various cyclophanes can be synthesized in a ring form, such as a dimer, trimer or tetramer etc., or they can be synthesized in a tetrahedral or larger structure. Also disclosed are novel cyclophanes formed by the disclosed method.
Claims18
A compound, having a formula II
- wherein:
- ring 1 is aryl or heteroaryl;
- each R independently is carboxyl ester, aminocarbonyl, alkyl, alkoxy, NO2, sulfonyl, protected amine, aryl, heteroaryl, or halogen;
- m independently is from 0 to 3;
- each L independently is alkyl, aralkyl, or heteroaralkyl comprising one or more heteroatoms selected from N, O or S;
- and
- wherein if ring 1 is phenyl, and each L is CH2, then m is not 0.
Dependencies are inferred from the claim text.