Almacellas, Davidvan der Lubbe, Stephanie C. C.Grosch, Alice A.Tsagri, IrisFonseca Guerra, CéliaPoater i Teixidor, Jordi2025-02-132025-02-132024-01-011434-193Xhttps://hdl.handle.net/2445/218759Introducing 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.10 p.application/pdfengcc-by-nc-nd (c) Almacellas, David, et al., 2024http://creativecommons.org/licenses/by-nc-nd/3.0/es/HidrogenADNQuímica supramolecularHydrogenDNASupramolecular chemistryinfo:eu-repo/semantics/article7442912025-02-13info:eu-repo/semantics/openAccess