Skip to main content
SHARE
Publication

Thermodynamic, Kinetic, and Structural Factors in the Synthesis of Imine-Linked Dynamic Covalent Frameworks....

by Nathan C Duncan, Benjamin P Hay, Edward W Hagaman, Radu Custelcean
Publication Type
Journal
Journal Name
Tetrahedron
Publication Date
Page Numbers
53 to 64
Volume
68
Issue
1

The formation of imine-linked dynamic covalent frameworks (DCFs) has been systematically studied to
determine how different factors such as reaction solvent and composition, reaction kinetics and thermodynamics, and structure of the building units influence the yield, degree of condensation, and homogeneity of the resulting products. Using molecular tetraimine analogs, we first investigated the
kinetics and thermodynamics of imine condensation reactions under a variety of conditions, as well as
the structures of the basic tetraimine units by X-ray crystallography. These model systems allowed us to
identify conditions that favored both high reversibility and fast reaction kinetics for the imine condensation,
leading in the end to the development of effective synthetic routes toward imine-linked DCFs
with high degrees of cross-linking and homogeneity.