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Constitutional Dynamic Chemistry pp 217–260Cite as

Supramolecular Naphthalenediimide Nanotubes

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Part of the book series: Topics in Current Chemistry ((TOPCURRCHEM,volume 322))

Abstract

Amino acid functionalized naphthalenediimides (NDIs) when dissolved in chloroform form a dynamic combinatorial library (DCL) in which the NDI building blocks are connected through reversible hydrogen bonds forming a versatile new supramolecular assembly in solution with intriguing host–guest properties. In chlorinated solvents the NDIs form supramolecular nanotubes which complex C60, ion-pairs, and extended aromatic molecules. In the presence of C70 a new hexameric receptor is formed at the expense of the nanotube; the equilibrium nanotube – hexameric receptor can be influenced by acid–base reactions. Achiral NDIs are incorporated in nanotubes formed by either dichiral or monochiral NDIs experiencing the “sergeants-and-soldiers” effect.

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Authors and Affiliations

  1. Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge, CB21EW, UK

    Nandhini Ponnuswamy, Artur R. Stefankiewicz & Jeremy K. M. Sanders

  2. Department of Chemistry, University of Bath, Claverton Down, Bath, BA27AY, UK

    G. Dan Pantoş

Authors
  1. Nandhini Ponnuswamy
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  2. Artur R. Stefankiewicz
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  3. Jeremy K. M. Sanders
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  4. G. Dan Pantoş
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Corresponding author

Correspondence to G. Dan Pantoş .

Editor information

Editors and Affiliations

  1. , Adaptive Supramolecular Nanosystems Grou, Institut Européen des Membranes, Montpellier, 34095, France

    Mihail Barboiu

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© 2011 Springer-Verlag Berlin Heidelberg

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Ponnuswamy, N., Stefankiewicz, A.R., Sanders, J.K.M., Pantoş, G.D. (2011). Supramolecular Naphthalenediimide Nanotubes. In: Barboiu, M. (eds) Constitutional Dynamic Chemistry. Topics in Current Chemistry, vol 322. Springer, Berlin, Heidelberg. https://doi.org/10.1007/128_2011_305

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