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DOI: 10.1055/s-0040-1720100
Low Molecular Weight Supramolecular Allobetuline-, Cyclohexanol-, or Undecanol-Appended 1,2,3-Triazole-Based Gelators: Synthesis and Molecular Dynamics Simulation Study
The authors thank the National Academy of Sciences of Ukraine for financial support in the frame of the projects «Development of methodology «click»-chemistry for create components for advanced complexing materials» (0117U001280).
Abstract
Three novel isomeric supramolecular allobetuline-appended 1,2,3-triazole-based potential gelators and two model compounds with cyclohexanol or undecanol fragments in the structure instead of the triterpenoid platform were synthesized. Their ability to form gels in different solvents was studied experimentally and computationally by molecular dynamics simulations and quantum chemical calculations. We found that the gelling ability of such compounds is driven by the binding energy of intermolecular tail substituent interactions. The less significant factor is the molecule unfolding in a solvent, providing that the gelling substance is actually soluble. Preferred unfolded conformations were identified by classical molecular dynamics simulation and suggested the most prospective 1,2,3-triazole-based potential gelators.
Key words
allobetuline - cyclohexanol - undecanol - supramolecular 1,2,3-triazole-based gelators - click reaction - molecular dynamics simulation - low-molecular-weight organogelatorSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0040-1720100.
- Supporting Information
Publication History
Received: 23 August 2023
Accepted after revision: 15 November 2023
Article published online:
18 December 2023
© 2023. The Author(s). This is an open access article published by Thieme under the terms of the Creative Commons Attribution License, permitting copying and reproduction so long as the original work is given appropriate credit. Contents may not be used for commercial purposes or adapted, remixed, transformed or built upon. (https://creativecommons.org/licenses/by/4.0/)
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