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Erschienen in: Journal of Materials Science 24/2021

24.05.2021 | Computation & theory

Insights into the selective sensing mechanism of a luminescent Cd(II)-based MOF chemosensor toward NACs: roles of the host–guest interactions and PET processes

verfasst von: Yoan Hidalgo-Rosa, Karel Mena-Ulecia, Manuel A. Treto-Suárez, Eduardo Schott, Dayán Páez-Hernández, Ximena Zarate

Erschienen in: Journal of Materials Science | Ausgabe 24/2021

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Abstract

The structural and photophysical properties of the [Cd2(H2L)2(H2O)5].5H2O (where H4L is the ligand 5,5'-((thiophene-2,5-dicarbonyl)bis(azanediyl))diisophthalic acid labeled as Cd-MOF), as well as the elucidation of the selective turn-off luminescent sensing mechanism toward 4-nitroaniline (pNA) were addressed, using quantum chemical methods. To reach this aim, the structures of the ground state (S0) and first excited state (S1) Cd-MOF/analyte system were assessed. We found that after the interaction a photoinduced electron transfer (PET) from the Cd-MOF to pNA is responsible for the fluorescence quenching in this system. For this purpose, a study was performed based on TD-DFT and multireference calculations to corroborate that an excited state exists with the adequate electronic configuration for PET process in the interacting system Cd-MOF/analyte. Intermolecular interaction between the Cd-MOF and analyte was studied by means of Morokuma–Ziegler energy decomposition analysis, natural orbitals of chemical valence, ab initio molecular dynamics (AIMD) calculations and non-covalent interactions (NCI) index. These results showed that intermolecular interactions via hydrogen bond are considerably strengthened in the excited state for the Cd-MOF/pNA, which favor the non-radiative deactivation channels of the chemosensor. In addition, the overlap of absorption spectra of Cd-MOF and pNA indicates that the loss of fluorescence is also due to internal filter effect (IFE). The most noteworthy aspect of this methodology is to consider the relative energies of the S0 and S1 states of MOF/analyte system to explaining the experimental behavior of Cd-MOF toward 4-nitroaniline, proving to be a robust tool in the accurate elucidation of the sensing mechanism in the MOF chemosensor.

Graphical abstract

Ab initio methods along with TD-DFT have been used to elucidate the selective turn-off luminescent sensing mechanism of nitroaromatic compounds by a Cd-based metal–organic framework (MOF). The role of the host–guest interaction has been pointed out using different theoretical descriptors. A theoretical protocol is given to get more insights into the MOF design and selectivity for nitroaromatic compounds.

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Literatur
9.
Zurück zum Zitat Wu D, Sedgwick AC, Gunnlaugsson T et al (2017) Fluorescent chemosensors: the past, present and future. Chem Soc Rev 46:7105–7123CrossRef Wu D, Sedgwick AC, Gunnlaugsson T et al (2017) Fluorescent chemosensors: the past, present and future. Chem Soc Rev 46:7105–7123CrossRef
11.
Zurück zum Zitat Hu Z, Deibert BJ, Li J (2014) Luminescent metal-organic frameworks for chemical sensing and explosive detection. Chem Soc Rev 43:5815–5840CrossRef Hu Z, Deibert BJ, Li J (2014) Luminescent metal-organic frameworks for chemical sensing and explosive detection. Chem Soc Rev 43:5815–5840CrossRef
14.
Zurück zum Zitat Hidalgo-Rosa Y, Treto-Suarez MA, Schott E et al (2020) Sensing mechanism elucidation of a europium(III) metal-organic framework selective to aniline: a theoretical insight by means of multiconfigurational calculations. J Comput Chem 41:1956–1964. https://doi.org/10.1002/jcc.26365CrossRef Hidalgo-Rosa Y, Treto-Suarez MA, Schott E et al (2020) Sensing mechanism elucidation of a europium(III) metal-organic framework selective to aniline: a theoretical insight by means of multiconfigurational calculations. J Comput Chem 41:1956–1964. https://​doi.​org/​10.​1002/​jcc.​26365CrossRef
26.
27.
Zurück zum Zitat Kasha M (1950) Characterization of electronic transitions in complex molecules. Discuss Faraday Soc 9:14–19CrossRef Kasha M (1950) Characterization of electronic transitions in complex molecules. Discuss Faraday Soc 9:14–19CrossRef
34.
Zurück zum Zitat Neese F (2012) The ORCA program system, Wiley Interdiscip. Comput Mol Sci 2:73–78CrossRef Neese F (2012) The ORCA program system, Wiley Interdiscip. Comput Mol Sci 2:73–78CrossRef
41.
Zurück zum Zitat Baerends EJ, Ziegler T, Autschbach J, Bashford D, Bérces A, Bickelhaupt FM, Bo C, Boerrigter PM, Cavallo L, Chong DP et al. (2017) ADF2017, SCM, Theoretical Chemistry ( Vrije Universiteit, Amsterdam, The Netherlands). https://www.scm.com Baerends EJ, Ziegler T, Autschbach J, Bashford D, Bérces A, Bickelhaupt FM, Bo C, Boerrigter PM, Cavallo L, Chong DP et al. (2017) ADF2017, SCM, Theoretical Chemistry ( Vrije Universiteit, Amsterdam, The Netherlands). https://​www.​scm.​com
48.
Zurück zum Zitat Humphrey W, Dalke A, Schulten K (1996) VMD: visual molecular dynamics. J Mol Graph 14:33–38CrossRef Humphrey W, Dalke A, Schulten K (1996) VMD: visual molecular dynamics. J Mol Graph 14:33–38CrossRef
51.
Zurück zum Zitat Zhang X, Chi L, Ji S et al (2009) Rational design of d-PeT phenylethynylated-carbazole monoboronic acid fluorescent sensors for the selective detection of α-hydroxyl carboxylic acids and monosaccharides. J Am Chem Soc 131:17452–17463. https://doi.org/10.1021/ja9060646CrossRef Zhang X, Chi L, Ji S et al (2009) Rational design of d-PeT phenylethynylated-carbazole monoboronic acid fluorescent sensors for the selective detection of α-hydroxyl carboxylic acids and monosaccharides. J Am Chem Soc 131:17452–17463. https://​doi.​org/​10.​1021/​ja9060646CrossRef
56.
Zurück zum Zitat Bentzien J, Muller RP, Floria J, Warshel A (1998) Hybrid ab initio quantum mechanics / molecular mechanics calculations of free energy surfaces for enzymatic reactions: the nucleophilic attack in subtilisin. J Phys Chem B 102:2293–2301. https://doi.org/10.1021/jp973480yCrossRef Bentzien J, Muller RP, Floria J, Warshel A (1998) Hybrid ab initio quantum mechanics / molecular mechanics calculations of free energy surfaces for enzymatic reactions: the nucleophilic attack in subtilisin. J Phys Chem B 102:2293–2301. https://​doi.​org/​10.​1021/​jp973480yCrossRef
63.
Zurück zum Zitat Berrones-Reyes JC, Muñoz-Flores BM, Cantón-Diáz AM et al (2019) Quantum chemical elucidation of the turn-on luminescence mechanism in two new Schiff bases as selective chemosensors of Zn2+: synthesis, theory and bioimaging applications. RSC Adv 9:30778–30789. https://doi.org/10.1039/c9ra05010hCrossRef Berrones-Reyes JC, Muñoz-Flores BM, Cantón-Diáz AM et al (2019) Quantum chemical elucidation of the turn-on luminescence mechanism in two new Schiff bases as selective chemosensors of Zn2+: synthesis, theory and bioimaging applications. RSC Adv 9:30778–30789. https://​doi.​org/​10.​1039/​c9ra05010hCrossRef
68.
Zurück zum Zitat Fan L, Wang F, Zhao D et al (2020) Two cadmium(II) coordination polymers as multi-functional luminescent sensors for the detection of Cr(VI) anions, dichloronitroaniline pesticide, and nitrofuran antibiotic in aqueous media. Spectrochim Acta - Part A Mol Biomol Spectrosc 239:118467. https://doi.org/10.1016/j.saa.2020.118467CrossRef Fan L, Wang F, Zhao D et al (2020) Two cadmium(II) coordination polymers as multi-functional luminescent sensors for the detection of Cr(VI) anions, dichloronitroaniline pesticide, and nitrofuran antibiotic in aqueous media. Spectrochim Acta - Part A Mol Biomol Spectrosc 239:118467. https://​doi.​org/​10.​1016/​j.​saa.​2020.​118467CrossRef
73.
Zurück zum Zitat Kovalenko SA, Farztdinov VM, Schanz R, et al (2000) Femtosecond relaxation of photoexcited p-nitroaniline in water: solvation internal conversion and cooling. Conference Quantum Electron Laser Sci - Tech Dig Ser 195 Kovalenko SA, Farztdinov VM, Schanz R, et al (2000) Femtosecond relaxation of photoexcited p-nitroaniline in water: solvation internal conversion and cooling. Conference Quantum Electron Laser Sci - Tech Dig Ser 195
Metadaten
Titel
Insights into the selective sensing mechanism of a luminescent Cd(II)-based MOF chemosensor toward NACs: roles of the host–guest interactions and PET processes
verfasst von
Yoan Hidalgo-Rosa
Karel Mena-Ulecia
Manuel A. Treto-Suárez
Eduardo Schott
Dayán Páez-Hernández
Ximena Zarate
Publikationsdatum
24.05.2021
Verlag
Springer US
Erschienen in
Journal of Materials Science / Ausgabe 24/2021
Print ISSN: 0022-2461
Elektronische ISSN: 1573-4803
DOI
https://doi.org/10.1007/s10853-021-06196-3

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