Mechanical-bond-protected stable bisradicals
OwnerKang Cai, James Fraser Stoddartinventors
Life of this patent
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Abstract
Disclosed herein are compositions comprising air-stable radical [2]catenanes and method of making the same. The [2]catenane comprises a first macrocyclic ring mechanically interlocked with a second macrocyclic ring where each of the first macrocyclic ring and the second macrocyclic ring comprise an alternating cyclic arrangement of a first unsubstituted or substituted 4,4′-bipyridinium (BIPY) subunit, a first unsubstituted or substituted phenylene subunit, a second unsubstituted or substituted BIPY subunit, and a second unsubstituted or substituted phenylene subunit forming a macrocycle.
Claims24
A composition comprising a [2]catenane, the [2]catenane comprising a first macrocyclic ring mechanically interlocked with a second macrocyclic ring, or a salt thereof, wherein each of the first macrocyclic ring and the second macrocyclic ring comprise an alternating cyclic arrangement of a first unsubstituted or substituted 4,4′-bipyridinium (BIPY) subunit, a first unsubstituted or substituted phenylene subunit, a second unsubstituted or substituted BIPY subunit, and a second unsubstituted or substituted phenylene subunit forming a macrocycle, wherein the first macrocyclic ring comprises a meta-phenylene subunit.
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A method for preparing a [2]catenane, the method comprising:
- (a) contacting a cationic ring with a cationic guest molecule in the presence of a reducing agent, thereby reducing the cationic ring and the cationic guest molecule and forming a radical cationic inclusion complex;
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- (b) reacting the guest molecule of the radical cationic inclusion complex with a ring-closing reagent to prepare the [2]catenane or reaching the termini of the guest molecule of the radical cationic inclusion complex with each other to prepare the [2]catenane.
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Dependencies are inferred from the claim text.