Controlled, Sunlight-Driven Reversible Cycloaddition of Multiple Singlet Oxygen Molecules to Anthracene-Containing Trianglimine Macrocycles.

Controlled release of singlet oxygen is of interest not only to chemists, but also to biologists and medics involved in cancer therapy. Two chiral polyaza macrocyclic compounds and their corresponding endoperoxides have been synthesized. These peroxides exhibit high temperature stability, up to 80 °C.

Solvent-assisted synthesis of a shape-persistent chiral polyaza gigantocycle characterized by a very large internal cavity and extraordinarily high amplitude of the ECD exciton couplet.

A giant, chiral square-shaped octaimine macrocycle has been obtained in a controlled manner from readily available and inexpensive substrates: 9,10-diphenylanthracene-based dialdehyde and trans-1,2-diaminocyclohexane. Reduction of the polyimine led to a chiral octaamine characterized by a very large internal hydrophobic cavity.

One-Step Construction of the Shape Persistent, Chiral But Symmetrical Polyimine Macrocycles.

A unique combination of structural flexibility, shape persistency and functionality, makes macrocycles and molecular cages as essential molecular entities that have displayed applications that go beyond chemistry. Among macrocycles, the selectively obtained symmetrical (poly)cyclic polyimines have shown great utility in the design of molecules varied in shape and properties. The reversible and thermodynamically controlled cycloimination reaction is governed by configurational and conformational constraints imposed on the intermediate products, ensures a sufficiently high level of preorganization.