Dual selectivity expressed in [2 + 2 + 1] dynamic clipping of unsymmetrical [2]catenanes.
A pi-templated dynamic [2 + 2 + 1] clipping protocol is established for the synthesis of [2]catenanes from two parts dialdehyde, two parts diamine, and one part tetracationic cyclophane. It is further diversified for the selective formation of an unsymmetrical [2]catenane showing great translational selectivity by employing two different dialdehydes in a one-pot reaction. The dual selectivity and the dynamic nature are verified by (1)H NMR spectroscopy, X-ray single-crystal structural studies, and exchange experiments.
Koshkakaryan
Gayane
G
The Molecular Foundry and the Advanced Light Source, Lawrence Berkeley National Laboratory, Berkeley, California 94720, USA.
Cao
Dennis
D
Klivansky
Liana M
LM
Teat
Simon J
SJ
Tran
Jasper L
JL
Liu
Yi
Y
D043863:Catenanes / Q000138:chemical synthesis* / Q000737:chemistry; D018360:Crystallography, X-Ray; D003500:Cyclization; D008958:Models, Molecular; D015394:Molecular Structure; D013816:Thermodynamics
D043863:Catenanes