The mechanism and thermodynamic functions of the self-assembly of a family of covalently linked oligomeric naphthalenediimides (NDIs) were investigated through variable-temperature NMR and CD studies. The NDIs were shown to self-assemble into helical supramolecular nanotubes via an isodesmic polymerisation mechanism, and regardless of the oligomer length a surprising entropy–enthalpy compensation was observed.
Tambara, K., Olsen, J-C., Hansen, D. E., & Pantos, G. D. (2014). The thermodynamics of the self-assembly of covalently linked oligomeric naphthalenediimides into helical organic nanotubes. Organic and Biomolecular Chemistry, 12(4), 607-614. https://doi.org/10.1039/C3OB41761A