Reversible-irreversible approach to Schiff base macrocycles: access to isomeric macrocycles with multiple salphen pockets.
We have developed methodology for the formation of a new family of metal-free Schiff base macrocycles utilizing the differential exchange rates of aldimines and ketimines. The more robust ketimine bond is kinetically inert under the milder conditions used for aldimine bond formation. In particular, this route enables access to the first conjugated macrocycles with four unsymmetrical N2O2 salphen-like pockets.
Frischmann
Peter D
PD
Department of Chemistry, University of British Columbia, 2036 Main Mall, Vancouver BC V6T 1Z1, Canada.
Jiang
Jian
J
Hui
Joseph K-H
JK
Grzybowski
Joseph J
JJ
MacLachlan
Mark J
MJ