Cationic guest inclusion in widemouthed Schiff base macrocycles.

Lyotropic liquid crystallinity in mixed-tautomer Schiff-base macrocycles.

Schiff-base macrocycles that combine keto-enamine and enol-imine tautomers within the same ring were synthesized and characterized. These new macrocycles form host-guest complexes with organic cations and unexpectedly form a lyotropic liquid crystal in organic solvents such as chloroform and toluene.

Conjugated shape-persistent macrocycles via Schiff-base condensation: New motifs for supramolecular chemistry*

Shape-persistent conjugated macrocycles are challenging synthetic targets with interesting properties and potential for a number of applications. In contrast to the standard kinetic approaches to macrocycles, reversible Schiff-base condensation offers a one-step, thermodynamic route to large macrocycles. These macrocycles, which feature “salen”-type coordination environments and an interior tha...

[6 + 6] Schiff-base macrocycles with 12 imines: giant analogues of cyclohexane.

Hexagon-shaped [6 + 6] Schiff-base macrocycles with 12 imine bonds are reported. These giant macrocycles possess 6 N2O2 coordination environments and mass spectrometry evidence for hexametallation of one macrocycle is provided. Semi-empirical calculations reveal two stable conformations with boat and chair geometries for the macrocycles metallated with Ni(II), analogous to the conformations obs...

Use of Metal Catalysts Bearing Schiff Base Macrocycles for the Ring Opening Polymerization (ROP) of Cyclic Esters

Schiff base macrocycles are emerging as useful scaffolds for binding two or more catalytic metals in close proximity. Such coordination chemistry allows for the evaluation of potentially beneficial catalytic cooperative effects. In the field of ring opening polymerization (ROP) of cyclic esters, only a handful of metal systems bound by Schiff base [2 + 2] type macrocycles have been studied. Nev...

Ion-induced tubular assembly of conjugated Schiff-base macrocycles.