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Dissipative Dynamic Covalent Chemistry (DDCvC) Based on the Transimination Reaction
Daniele Del Giudice1, Matteo Valentini1, Gabriele Melchiorre1
1Dipartimento di Chimica, Università degli Studi di Roma "La Sapienza", P.le A. Moro 5, 00185, Rome, Italy.
Chemistry (Weinheim an Der Bergstrasse, Germany)
|March 9, 2022
Summary
Researchers controlled dynamic imine libraries using a chemical fuel. This created a transient, out-of-equilibrium state that reverted to the original library upon fuel depletion, demonstrating dissipative dynamic covalent chemistry.
Area of Science:
- Chemistry
- Chemical Engineering
- Materials Science
Background:
- Dynamic libraries (DLs) are mixtures of interconverting molecules.
- Controlling DL composition is crucial for advanced applications.
- Achieving out-of-equilibrium states in DLs remains a challenge.
Purpose of the Study:
- To investigate the control of dynamic imine library composition using a chemical fuel.
- To explore the creation and characteristics of transient dissipative dynamic libraries (DDLs).
- To demonstrate the feasibility of dissipative dynamic covalent chemistry (DDCvC).
Main Methods:
- Addition of activated carboxylic acid as a chemical fuel to an imine-based DL.
- Monitoring changes in library composition over time.
- Characterization of the out-of-equilibrium state and its reversibility.
Main Results:
- The addition of chemical fuel shifted the DL from thermodynamic equilibrium to a persistent, out-of-equilibrium dissipative state (DDL).
- The DDL state persisted until the fuel was consumed, after which the system reverted to the original DL, completing a DL→DDL→DL cycle.
- The duration of the DDL state was directly proportional to the amount of fuel added.
Conclusions:
- Activated carboxylic acids can effectively control imine DL composition in a dissipative manner.
- This work establishes a method for creating transient DDLs, enabling temporal control over molecular systems.
- The transimination reaction is well-suited for dissipative dynamic covalent chemistry (DDCvC).
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