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Si us plau utilitzeu sempre aquest identificador per citar o enllaçar aquest document: https://hdl.handle.net/2445/218759
Cooperativity in Hydrogen-Bonded Macrocycles Derived from Nucleobases
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Introducing a rigid linear π-conjugated acetylene linker into a supramolecular building block consisting of a hydrogen-bond donor side and a hydrogen-bond acceptor side yields a decrease in cooperativity in the resulting formed quartet. This follows from our Kohn-Sham molecular orbital and Voronoi deformation density analyses of hydrogen-bonded macrocycles based on guanine and cytosine nucleobases. The acetylene linker abstracts electron density from the hydrogen-bond acceptor and donor, making the hydrogen-bond acceptor more negatively charged and the hydrogen-bond donor more positively charged and hence suppressing the donor–acceptor charge transfer interaction between the interacting fragments. This, ultimately, hampers the cooperativity in the hydrogen-bonded macrocycle. We envision that these findings could open the door to new design principles for the development of novel hydrogen-bond supramolecular macrocycles.
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ALMACELLAS, David, et al. Cooperativity in Hydrogen-Bonded Macrocycles Derived from Nucleobases. European Journal of Organic Chemistry. 2024. Vol. e202301164. ISSN 1434-193X. [consulted: 23 of June of 2026]. Available at: https://hdl.handle.net/2445/218759