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The polymerization process that involves carbanion as an intermediate is called anionic polymerization. It is also a type of addition or chain-growth polymerization. Anionic polymerization gets initiated by a strong nucleophile such as an organolithium or a Grignard reagent. The most commonly used initiator for anionic polymerization is butyl lithium. Monomers involved in anionic polymerization must possess a vinyl group bonded to one or two electron-withdrawing groups. For instance,...
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Anionic Chain-Growth Polymerization: Mechanism01:04

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The mechanism for anionic chain-growth polymerization involves initiation, propagation, and termination steps. In the initiation step, a nucleophilic anion, such as butyl lithium, initiates the polymerization process by attacking the π bond of the vinylic monomer. As a result, a carbanion, stabilized by the electron‐withdrawing group, is generated. The resulting carbanion acts as a Michael donor in the propagation step and attacks the second vinylic monomer, which acts as a Michael...
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Imine-Based Transient Supramolecular Polymers.

Gabriele Melchiorre1, Lucia Visieri2, Matteo Valentini1

  • 1Dipartimento di Chimica and Istituto CNR per i Sistemi Biologici (ISB-CNR), Sede Secondaria di Roma─Meccanismi di Reazione, c/o Dipartimento di Chimica, Università di Roma "La Sapienza", P.le A. Moro, 5, Rome I-00185, Italy.

Journal of the American Chemical Society
|March 19, 2025
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Summary
This summary is machine-generated.

Researchers developed a new method to create temporary supramolecular polymers by recycling components within a dynamic combinatorial library (DCL). This approach uses fuel dissipation to switch between covalent and supramolecular states, mimicking living systems.

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Area of Science:

  • Supramolecular Chemistry
  • Dynamic Covalent Chemistry
  • Chemical Systems

Background:

  • Supramolecular systems that respond to chemical stimuli can mimic biological functions.
  • Many systems rely on chemical fuel dissipation for transient self-assembly and disassembly.
  • Previous methods required adding or removing components to activate dormant species for polymerization.

Purpose of the Study:

  • To present a novel approach for triggering transient supramolecular polymerizations.
  • To combine dynamic covalent chemistry and supramolecular chemistry for component recycling.
  • To create supramolecular polymers from a dissipative dynamic combinatorial library.

Main Methods:

  • Utilizing an equilibrated dynamic combinatorial library (DCL) of imines and amines.
  • Treating the DCL with an activated carboxylic acid (ACA) under transient acidic conditions.
  • Employing interactions between protonated amines and crown ether moieties for supramolecular assembly.

Main Results:

  • Generated a dissipative DCL by shuffling chemical connectivity.
  • Successfully triggered transient supramolecular polymerizations.
  • Demonstrated the strategy with calix[4]arene and isophthalaldehyde-derived feedstocks.
  • Showcased the temporary transformation of covalent systems into supramolecular polymers.

Conclusions:

  • This method offers a new way to control supramolecular assembly through fuel-driven component recycling.
  • The approach enables the dynamic switching between covalent and supramolecular polymeric states.
  • This work provides insights into designing responsive and adaptive chemical systems.