000133419 001__ 133419
000133419 005__ 20240416133904.0
000133419 0247_ $$2doi$$a10.1039/d3nr03773h
000133419 0248_ $$2sideral$$a138123
000133419 037__ $$aART-2024-138123
000133419 041__ $$aeng
000133419 100__ $$0(orcid)0000-0003-2698-2543$$aLobo-Checa, Jorge
000133419 245__ $$aDiscarding metal incorporation in pyrazole macrocycles and the role of the substrate on single-layer assemblies
000133419 260__ $$c2024
000133419 5060_ $$aAccess copy available to the general public$$fUnrestricted
000133419 5203_ $$aPyrazole derivatives are key in crystal engineering and liquid crystal fields and thrive in agriculture, pharmaceutical, or biomedicine industries. Such versatility relies in their supramolecular bond adaptability when forming hydrogen bonds or metal-pyrazole complexes. Interestingly, the precise structure of pyrazole-based macrocycles forming widespread porous structures is still unsolved. We bring insight into such fundamental question by studying the self-assembled structures of a bis-pyrazole derivative sublimed in ultra-high-vacuum conditions (without solvents) onto the three (111) noble metal surfaces. By means of high-resolution scanning tunneling microscopy that is validated by gas phase density functional theory calculations, we find a common hexagonal nanoporous network condensed by triple hydrogen bonds at the molecule–metal interface. Such assembly is disrupted and divergent after annealing: (i) on copper, the molecular integrity is compromised leading to structural chaos, (ii) on silver, an incommensurate new oblique structure requiring molecular deprotonation is found and, (iii) on gold, metal–organic complexes are promoted yielding irregular chain structures. Our findings confirm the critical role of these metals on the different pyrazole nanoporous structure formation, discarding their preference for metal incorporation into the connecting nodes whenever there is no solvent involved.
000133419 536__ $$9info:eu-repo/grantAgreement/ES/DGA/E31-23R$$9info:eu-repo/grantAgreement/ES/DGA/E47-23R$$9info:eu-repo/grantAgreement/ES/DGA-FSE/E12-23R-RASMIA$$9info:eu-repo/grantAgreement/EC/H2020/101007825/EU/ULtra ThIn MAgneto Thermal sEnsor-Ing/ULTIMATE-I$$9This project has received funding from the European Union’s Horizon 2020 research and innovation program under grant agreement No H2020 101007825-ULTIMATE-I$$9info:eu-repo/grantAgreement/ES/MICINN AEI/PID2022-138750NB-C21$$9info:eu-repo/grantAgreement/ES/MICINN-FEDER/PID2021-122882NB-I00$$9info:eu-repo/grantAgreement/ES/MICINN/PID2019-105881RB-I00$$9info:eu-repo/grantAgreement/ES/MCIU/PID2019-107338RB-C64$$9info:eu-repo/grantAgreement/ES/MICINN/PID2022-141433OB-I00$$9info:eu-repo/grantAgreement/ES/MINECO/MAT2016-78293-C6$$9info:eu-repo/grantAgreement/ES/MINECO/MAT2016-78293-C6-4-R$$9info:eu-repo/grantAgreement/ES/MINECO/RED2018-102833-T
000133419 540__ $$9info:eu-repo/semantics/openAccess$$aby-nc$$uhttp://creativecommons.org/licenses/by-nc/3.0/es/
000133419 655_4 $$ainfo:eu-repo/semantics/article$$vinfo:eu-repo/semantics/publishedVersion
000133419 700__ $$aRodríguez, Sindy Julieth
000133419 700__ $$0(orcid)0000-0001-9713-5603$$aHernández-López, Leyre
000133419 700__ $$0(orcid)0000-0002-3576-5156$$aHerrer, Lucía
000133419 700__ $$aPasseggi, Mario C. G.
000133419 700__ $$0(orcid)0000-0002-4729-9578$$aCea, Pilar$$uUniversidad de Zaragoza
000133419 700__ $$0(orcid)0000-0001-9866-6633$$aSerrano, José Luis$$uUniversidad de Zaragoza
000133419 7102_ $$12013$$2765$$aUniversidad de Zaragoza$$bDpto. Química Orgánica$$cÁrea Química Orgánica
000133419 7102_ $$12012$$2755$$aUniversidad de Zaragoza$$bDpto. Química Física$$cÁrea Química Física
000133419 773__ $$g16, 14 (2024), 7093-7101$$pNanoscale$$tNanoscale$$x2040-3364
000133419 8564_ $$s2031324$$uhttps://zaguan.unizar.es/record/133419/files/texto_completo.pdf$$yVersión publicada
000133419 8564_ $$s2282882$$uhttps://zaguan.unizar.es/record/133419/files/texto_completo.jpg?subformat=icon$$xicon$$yVersión publicada
000133419 909CO $$ooai:zaguan.unizar.es:133419$$particulos$$pdriver
000133419 951__ $$a2024-04-16-13:15:03
000133419 980__ $$aARTICLE