Related Experiment Video
Updated: Jul 23, 2025

Construction and Systematical Symmetric Studies of a Series of Supramolecular Clusters with Binary or Ternary Ammonium Triphenylacetates
Published on: February 15, 2016
Symmetry-breaking dynamics in a tautomeric 3D covalent organic framework
Yangyang Xu1, Tu Sun1,2, Tengwu Zeng1
1School of Physical Science and Technology, ShanghaiTech University, Shanghai, 201210, China.
Researchers stabilized and switched tautomeric states in a dynamic 3D covalent organic framework (COF). This breakthrough enables control over photoelectronic properties and visual sensing applications.
Area of Science:
- Materials Science
- Chemistry
- Nanotechnology
Background:
- Enolimine-ketoenamine tautomerism is used for 2D covalent organic frameworks (COFs), offering chemical robustness and photoelectronic activity.
- Controlling tautomeric states and their structure-property relationships in COFs remains challenging due to proton transfer equilibrium.
Purpose of the Study:
- To stabilize and switch tautomeric states in a dynamic 3D COF (dynaCOF-301).
- To correlate tautomeric structure with photoelectronic properties.
- To explore applications in sensing.
Main Methods:
- Constructed a dynamic 3D COF (dynaCOF-301) using hydroquinone and a tetrahedral building block via imine linkages.
- Utilized symmetry-asymmetry tautomerization (diiminol to iminol/cis-ketoenamine).
- Investigated host-guest interactions and guest molecule removal/inclusion to control tautomeric states and framework dynamics.
Main Results:
- Achieved stabilization and switching of tautomeric states in dynaCOF-301 through structural transformation and guest interactions.
- Demonstrated reversible framework deformation and ordering-disordering transitions between solvated, activated, and hydrated phases.
- Observed solvatochromic and hydrochromic effects indicating potential for visual sensing.
Conclusions:
- Dynamic 3D COFs can be designed to control tautomeric states and their associated photoelectronic properties.
- dynaCOF-301 exhibits responsive behavior to guest molecules, enabling tunable properties.
- The observed chromic effects suggest utility in naked-eye chemosensing applications.
Related Concept Videos
Chair Conformation of Cyclohexane
The hydrogen atoms linked to carbons are arranged in two different axial and equatorial orientations to achieve this...
Conformations of Cyclohexane
The chair form is the most stable and derives its name from its resemblance to the “easy chair.” In the chair conformation, two carbon atoms are arranged out-of-plane — one above and one below, minimizing the torsional strain. In the chair form, the bond angle is very close to the ideal...
Crystal Field Theory - Tetrahedral and Square Planar Complexes
Crystal field theory (CFT) is applicable to molecules in geometries other than octahedral. In octahedral complexes, the lobes of the dx2−y2 and dz2 orbitals point directly at the ligands. For tetrahedral complexes, the d orbitals remain in place, but with only four ligands located between the axes. None of the orbitals points directly at the tetrahedral ligands. However, the dx2−y2 and dz2 orbitals (along the Cartesian axes) overlap with the ligands less than the dxy,...
Crystal Field Theory - Octahedral Complexes
To explain the observed behavior of transition metal complexes (such as colors), a model involving electrostatic interactions between the electrons from the ligands and the electrons in the unhybridized d orbitals of the central metal atom has been developed. This electrostatic model is crystal field theory (CFT). It helps to understand, interpret, and predict the colors, magnetic behavior, and some structures of coordination compounds of transition metals.
CFT focuses on...
Woodward–Hoffmann Selection Rules and Microscopic Reversibility
[3,3] Sigmatropic Rearrangement of 1,5-Dienes: Cope Rearrangement

