Wydział Chemii

Jerzy Lisowski

2022

Molecules

27

4097/1-4097/28

10.3390/molecules27134097

Naukowa

Angielski

Artykuł

The condensation of aromatic dialdehydes with chiral diamines, such as 1,2-transdiaminocyclohexane, leads to various enantiopure or meso-type macrocyclic Schiff bases, including [2 + 2], [3 + 3], [4 + 4], [6 + 6] and [8 + 8] condensation products. Unlike most cases of macrocycle synthesis, the [3 + 3] macrocycles of this type are sometimes obtained in high yields by direct condensation without a metal template. Macrocycles of other sizes from this family can often be selectively obtained in high yields by a suitable choice of metal template, solvent, or chirality of the building blocks. In particular, the application of a cadmium(II) template results in the expansion of the [2 + 2] macrocycles into giant [6 + 6] and [8 + 8] macrocycles. These imine macrocycles can be reduced to the corresponding macrocyclic amines which can act as hosts for the binding of multiple cations or multiple anions.

macrocycles, chirality, imines, amines, metal binding, enantiomeric recognition

CC-BY

http://dx.doi.org/10.3390/molecules27134097

http://www.mdpi.com/journal/metals