133419 20260217205449.0 doi 10.1039/d3nr03773h sideral 138123 ART-2024-138123 eng Lobo-Checa, Jorge (orcid)0000-0003-2698-2543 Discarding metal incorporation in pyrazole macrocycles and the role of the substrate on single-layer assemblies 2024 Access copy available to the general public Unrestricted Pyrazole derivatives are key in crystal engineering and liquid crystal fields and thrive in agriculture, pharmaceutical, or biomedicine industries. Such versatility relies in their supramolecular bond adaptability when forming hydrogen bonds or metal-pyrazole complexes. Interestingly, the precise structure of pyrazole-based macrocycles forming widespread porous structures is still unsolved. We bring insight into such fundamental question by studying the self-assembled structures of a bis-pyrazole derivative sublimed in ultra-high-vacuum conditions (without solvents) onto the three (111) noble metal surfaces. By means of high-resolution scanning tunneling microscopy that is validated by gas phase density functional theory calculations, we find a common hexagonal nanoporous network condensed by triple hydrogen bonds at the molecule–metal interface. Such assembly is disrupted and divergent after annealing: (i) on copper, the molecular integrity is compromised leading to structural chaos, (ii) on silver, an incommensurate new oblique structure requiring molecular deprotonation is found and, (iii) on gold, metal–organic complexes are promoted yielding irregular chain structures. Our findings confirm the critical role of these metals on the different pyrazole nanoporous structure formation, discarding their preference for metal incorporation into the connecting nodes whenever there is no solvent involved. info:eu-repo/grantAgreement/ES/DGA/E31-23R info:eu-repo/grantAgreement/ES/DGA/E47-23R info:eu-repo/grantAgreement/ES/DGA-FSE/E12-23R-RASMIA info:eu-repo/grantAgreement/EC/H2020/101007825/EU/ULtra ThIn MAgneto Thermal sEnsor-Ing/ULTIMATE-I This project has received funding from the European Union’s Horizon 2020 research and innovation program under grant agreement No H2020 101007825-ULTIMATE-I info:eu-repo/grantAgreement/ES/MCIU/PID2019-107338RB-C64 info:eu-repo/grantAgreement/ES/MICINN AEI/PID2022-138750NB-C21 info:eu-repo/grantAgreement/ES/MICINN-FEDER/PID2021-122882NB-I00 info:eu-repo/grantAgreement/ES/MICINN/PID2019-105881RB-I00 info:eu-repo/grantAgreement/ES/MICINN/PID2022-141433OB-I00 info:eu-repo/grantAgreement/ES/MINECO/MAT2016-78293-C6 info:eu-repo/grantAgreement/ES/MINECO/MAT2016-78293-C6-4-R info:eu-repo/grantAgreement/ES/MINECO/RED2018-102833-T info:eu-repo/semantics/openAccess by-nc https://creativecommons.org/licenses/by-nc/4.0/deed.es 5.1 2024 PHYSICS, APPLIED 46 / 187 = 0.246 2024 Q1 T1 NANOSCIENCE & NANOTECHNOLOGY 53 / 147 = 0.361 2024 Q2 T2 CHEMISTRY, MULTIDISCIPLINARY 67 / 239 = 0.28 2024 Q2 T1 MATERIALS SCIENCE, MULTIDISCIPLINARY 142 / 461 = 0.308 2024 Q2 T1 1.245 2024 Nanoscience and Nanotechnology 2024 Q1 Materials Science (miscellaneous) 2024 Q1 9.9 2024 info:eu-repo/semantics/article info:eu-repo/semantics/publishedVersion Rodríguez, Sindy Julieth Hernández-López, Leyre (orcid)0000-0001-9713-5603 Herrer, Lucía (orcid)0000-0002-3576-5156 Passeggi, Mario C. G. Cea, Pilar Universidad de Zaragoza (orcid)0000-0002-4729-9578 Serrano, José Luis Universidad de Zaragoza (orcid)0000-0001-9866-6633 2013 765 Universidad de Zaragoza Dpto. Química Orgánica Área Química Orgánica 2012 755 Universidad de Zaragoza Dpto. Química Física Área Química Física 16, 14 (2024), 7093-7101 Nanoscale Nanoscale 2040-3364 2031324 http://zaguan.unizar.es/record/133419/files/texto_completo.pdf Versión publicada 2282882 http://zaguan.unizar.es/record/133419/files/texto_completo.jpg?subformat=icon icon Versión publicada oai:zaguan.unizar.es:133419 articulos driver 2026-02-17-20:18:42 ARTICLE