Discarding metal incorporation in pyrazole macrocycles and the role of the substrate on single-layer assemblies
Lobo-Checa, Jorge ; Rodríguez, Sindy Julieth ; Hernández-López, Leyre ; Herrer, Lucía ; Passeggi, Mario C. G. ; Cea, Pilar (Universidad de Zaragoza) ; Serrano, José Luis (Universidad de Zaragoza)
Resumen: 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.
Idioma: Inglés
DOI: 10.1039/d3nr03773h
Año: 2024
Publicado en: Nanoscale 16, 14 (2024), 7093-7101
ISSN: 2040-3364
Factor impacto JCR: 5.1 (2024)
Categ. JCR: PHYSICS, APPLIED rank: 45 / 187 = 0.241 (2024) - Q1 - T1
Categ. JCR: NANOSCIENCE & NANOTECHNOLOGY rank: 53 / 147 = 0.361 (2024) - Q2 - T2
Categ. JCR: CHEMISTRY, MULTIDISCIPLINARY rank: 67 / 239 = 0.28 (2024) - Q2 - T1
Categ. JCR: MATERIALS SCIENCE, MULTIDISCIPLINARY rank: 141 / 460 = 0.307 (2024) - Q2 - T1
Factor impacto SCIMAGO: 1.245 - Nanoscience and Nanotechnology (Q1) - Materials Science (miscellaneous) (Q1)
Financiación: info:eu-repo/grantAgreement/ES/DGA/E31-23R
Financiación: info:eu-repo/grantAgreement/ES/DGA/E47-23R
Financiación: info:eu-repo/grantAgreement/ES/DGA-FSE/E12-23R-RASMIA
Financiación: info:eu-repo/grantAgreement/EC/H2020/101007825/EU/ULtra ThIn MAgneto Thermal sEnsor-Ing/ULTIMATE-I
Financiación: info:eu-repo/grantAgreement/ES/MCIU/PID2019-107338RB-C64
Financiación: info:eu-repo/grantAgreement/ES/MICINN AEI/PID2022-138750NB-C21
Financiación: info:eu-repo/grantAgreement/ES/MICINN-FEDER/PID2021-122882NB-I00
Financiación: info:eu-repo/grantAgreement/ES/MICINN/PID2019-105881RB-I00
Financiación: info:eu-repo/grantAgreement/ES/MICINN/PID2022-141433OB-I00
Financiación: info:eu-repo/grantAgreement/ES/MINECO/MAT2016-78293-C6
Financiación: info:eu-repo/grantAgreement/ES/MINECO/MAT2016-78293-C6-4-R
Financiación: info:eu-repo/grantAgreement/ES/MINECO/RED2018-102833-T
Tipo y forma: Article (Published version)
Área (Departamento): Área Química Orgánica (Dpto. Química Orgánica)
Área (Departamento): Área Química Física (Dpto. Química Física)
You must give appropriate credit, provide a link to the license, and indicate if changes were made. You may do so in any reasonable manner, but not in any way that suggests the licensor endorses you or your use. You may not use the material for commercial purposes.
Exportado de SIDERAL (2025-09-22-14:40:03)
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Idioma: Inglés
DOI: 10.1039/d3nr03773h
Año: 2024
Publicado en: Nanoscale 16, 14 (2024), 7093-7101
ISSN: 2040-3364
Factor impacto JCR: 5.1 (2024)
Categ. JCR: PHYSICS, APPLIED rank: 45 / 187 = 0.241 (2024) - Q1 - T1
Categ. JCR: NANOSCIENCE & NANOTECHNOLOGY rank: 53 / 147 = 0.361 (2024) - Q2 - T2
Categ. JCR: CHEMISTRY, MULTIDISCIPLINARY rank: 67 / 239 = 0.28 (2024) - Q2 - T1
Categ. JCR: MATERIALS SCIENCE, MULTIDISCIPLINARY rank: 141 / 460 = 0.307 (2024) - Q2 - T1
Factor impacto SCIMAGO: 1.245 - Nanoscience and Nanotechnology (Q1) - Materials Science (miscellaneous) (Q1)
Financiación: info:eu-repo/grantAgreement/ES/DGA/E31-23R
Financiación: info:eu-repo/grantAgreement/ES/DGA/E47-23R
Financiación: info:eu-repo/grantAgreement/ES/DGA-FSE/E12-23R-RASMIA
Financiación: info:eu-repo/grantAgreement/EC/H2020/101007825/EU/ULtra ThIn MAgneto Thermal sEnsor-Ing/ULTIMATE-I
Financiación: info:eu-repo/grantAgreement/ES/MCIU/PID2019-107338RB-C64
Financiación: info:eu-repo/grantAgreement/ES/MICINN AEI/PID2022-138750NB-C21
Financiación: info:eu-repo/grantAgreement/ES/MICINN-FEDER/PID2021-122882NB-I00
Financiación: info:eu-repo/grantAgreement/ES/MICINN/PID2019-105881RB-I00
Financiación: info:eu-repo/grantAgreement/ES/MICINN/PID2022-141433OB-I00
Financiación: info:eu-repo/grantAgreement/ES/MINECO/MAT2016-78293-C6
Financiación: info:eu-repo/grantAgreement/ES/MINECO/MAT2016-78293-C6-4-R
Financiación: info:eu-repo/grantAgreement/ES/MINECO/RED2018-102833-T
Tipo y forma: Article (Published version)
Área (Departamento): Área Química Orgánica (Dpto. Química Orgánica)
Área (Departamento): Área Química Física (Dpto. Química Física)
You must give appropriate credit, provide a link to the license, and indicate if changes were made. You may do so in any reasonable manner, but not in any way that suggests the licensor endorses you or your use. You may not use the material for commercial purposes. Exportado de SIDERAL (2025-09-22-14:40:03)
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Record created 2024-04-16, last modified 2025-09-23