Back to Search
Start Over
Hydrogen-Bond Catalysis of Imine Exchange in Dynamic Covalent Systems.
- Source :
-
Chemistry (Weinheim an der Bergstrasse, Germany) [Chemistry] 2020 Dec 01; Vol. 26 (67), pp. 15581-15588. Date of Electronic Publication: 2020 Sep 30. - Publication Year :
- 2020
-
Abstract
- The reversibility of imine bonds has been exploited to great effect in the field of dynamic covalent chemistry, with applications such as preparation of functional systems, dynamic materials, molecular machines, and covalent organic frameworks. However, acid catalysis is commonly needed for efficient equilibration of imine mixtures. Herein, it is demonstrated that hydrogen bond donors such as thioureas and squaramides can catalyze the equilibration of dynamic imine systems under unprecedentedly mild conditions. Catalysis occurs in a range of solvents and in the presence of many sensitive additives, showing moderate to good rate accelerations for both imine metathesis and transimination with amines, hydrazines, and hydroxylamines. Furthermore, the catalyst proved simple to immobilize, introducing both reusability and extended control of the equilibration process.<br /> (© 2020 Wiley-VCH GmbH.)
Details
- Language :
- English
- ISSN :
- 1521-3765
- Volume :
- 26
- Issue :
- 67
- Database :
- MEDLINE
- Journal :
- Chemistry (Weinheim an der Bergstrasse, Germany)
- Publication Type :
- Academic Journal
- Accession number :
- 32427370
- Full Text :
- https://doi.org/10.1002/chem.202001666