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    Understanding Cooperativity in Hydrogen-Bond-Induced Supramolecular Polymerization: A Density Functional Theory Study
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    Institute for Complex Molecular Systems, Schuit Institute of Catalysis, Laboratory of Macromolecular and Organic Chemistry, and Department of Biomedical Engineering, Eindhoven University of Technology, P.O. Box 513, 5600 MB, Eindhoven, The Netherlands
    * Corresponding authors. E-mail: [email protected] (E.A.P.), [email protected] (T.F.A.d.G.).
    †Institute for Complex Molecular Systems.
    ‡Schuit Institute of Catalysis.
    §Laboratory of Macromolecular and Organic Chemistry.
    ∥Department of Biomedical Engineering.
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    The Journal of Physical Chemistry B

    Cite this: J. Phys. Chem. B 2010, 114, 43, 13667–13674
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    https://doi.org/10.1021/jp1072928
    Published October 13, 2010
    Copyright © 2010 American Chemical Society
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    Abstract

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    Understanding the molecular mechanism of cooperative self-assembly is a key component in the design of self-assembled supramolecular architectures across multiple length scales with defined function and composition. In this work, we use density functional theory to rationalize the experimentally observed cooperative growth of C3-symmetrical trialkylbenzene-1,3,5-tricarboxamide- (BTA-) based supramolecular polymers that self-assemble into ordered one-dimensional supramolecular structures through hydrogen bonding. Our analysis shows that the cooperative growth of these structures is caused by electrostatic interactions and nonadditive effects brought about by redistribution of the electron density with aggregate length.

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    Optimized Cartesian coordinates of the investigated BTA monomer and oligomers, evaluation of the effect of box size and cutoff energy in the VASP calculations, calculation of the energetic stabilization as a result of pairwise dipole−dipole interactions, and contribution of ZPE and finite-temperature corrections to the average interaction energy. This material is available free of charge via the Internet at http://pubs.acs.org.

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    Cite this: J. Phys. Chem. B 2010, 114, 43, 13667–13674
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    https://doi.org/10.1021/jp1072928
    Published October 13, 2010
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