Academic Journal
Synthesis, crystal structure, and optical properties of fluorinated poly(pyrazole) ligands and in silico assessment of their affinity for volatile organic compounds
| العنوان: | Synthesis, crystal structure, and optical properties of fluorinated poly(pyrazole) ligands and in silico assessment of their affinity for volatile organic compounds |
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| المؤلفون: | Pedrini A., Maspero A., Bracco S., Comotti A., Galli S., Marchio L., Nardo L., Penoni A., Scapinello L., Sozzani P., Vesco G., Mella M. |
| المساهمون: | Pedrini, A, Maspero, A, Bracco, S, Comotti, A, Galli, S, Marchio, L, Nardo, L, Penoni, A, Scapinello, L, Sozzani, P, Vesco, G, Mella, M |
| بيانات النشر: | Royal Society of Chemistry |
| سنة النشر: | 2020 |
| المجموعة: | Università degli Studi di Milano-Bicocca: BOA (Bicocca Open Archive) |
| مصطلحات موضوعية: | fluorinated bis(pyrazoles), Sonogashira, crystal structure, dielectric properties, hydrophobicity, CHIM/04 - CHIMICA INDUSTRIALE |
| الوصف: | Three new fluorinated bis(pyrazoles), namely: 1,4-bis(1H-pyrazol-4-ylethynyl)-2-fluorobenzene (H2BPEFB), 1,4-bis(1H-pyrazol-4-ylethynyl)-2,3-difluorobenzene (H2BPEF2B) and 1,4-bis(1H-pyrazol-4-ylethynyl)-tetrafluorobenzene (H2BPEF4B), have been synthesized taking advantage of Sonogashira coupling reactions, and characterized as per their crystal and molecular structure, spectroscopic and dielectric properties, and hydrophobicity. In the crystal structures, the three molecules, whose deviation from planarity increases on increasing the fluorination degree, interact by means of hydrogen bonds, forming 2D supramolecular layers. Notably, the absorption and fluorescence emission properties are only slightly affected by the fluorination degree in both the solid state and solution. Furthermore, the spectral line-shapes are weakly dependent on the environment when dissolved in a number of solvents of different polarity and hydrogen-bonding affinity. On the other hand, the dielectric constant monotonically increases on increasing the number of fluorine atoms. In silico molecular modeling with time-dependent density functional theory has offered a valuable means to rationalize the above mentioned behaviors and has shed some light on the ligand affinity towards representative gases-H2O and CO2-and organic solvents-toluene. |
| نوع الوثيقة: | article in journal/newspaper |
| اللغة: | English |
| Relation: | info:eu-repo/semantics/altIdentifier/wos/WOS:000531201500037; volume:44; issue:16; firstpage:6443; lastpage:6455; numberofpages:13; journal:NEW JOURNAL OF CHEMISTRY; http://hdl.handle.net/10281/278946; info:eu-repo/semantics/altIdentifier/scopus/2-s2.0-85084283252; https://pubs-rsc-org.proxy.unimib.it/en/content/articlelanding/2020/NJ/D0NJ00259C#!divAbstract |
| DOI: | 10.1039/d0nj00259c |
| الاتاحة: | http://hdl.handle.net/10281/278946 https://doi.org/10.1039/d0nj00259c https://pubs-rsc-org.proxy.unimib.it/en/content/articlelanding/2020/NJ/D0NJ00259C#!divAbstract |
| Rights: | info:eu-repo/semantics/openAccess |
| رقم الانضمام: | edsbas.F0589CB5 |
| قاعدة البيانات: | BASE |
| DOI: | 10.1039/d0nj00259c |
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