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http://hdl.handle.net/2445/162559
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DC Field | Value | Language |
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dc.contributor.author | Prohens López, Rafael | - |
dc.contributor.author | de-Sande, Dafne | - |
dc.contributor.author | Font Bardia, Ma. Mercedes | - |
dc.contributor.author | Franconetti, Antonio | - |
dc.contributor.author | González, J. F. | - |
dc.contributor.author | Frontera, Antonio | - |
dc.date.accessioned | 2020-05-27T07:13:36Z | - |
dc.date.available | 2020-06-22T05:10:26Z | - |
dc.date.issued | 2019-06-22 | - |
dc.identifier.issn | 1528-7483 | - |
dc.identifier.uri | http://hdl.handle.net/2445/162559 | - |
dc.description.abstract | In this work, we demonstrate that the centrosymmetric eight-membered supramolecular ring R2 2 (8) that is formed upon dimerization of benzoic acids has a marked tendency to establish π−hole interactions with electron-rich atoms. We have used the Cambridge Structural Database to demonstrate the preference of carboxylic acid dimers to form donor−acceptor interactions involving π−holes located at the C atoms above and below the molecular plane. Moreover, we have carried out DFT calculations (PBE0-D3/def2-TZVP) to investigate the geometric and energetic features of these interactions and how they are affected by the substituents of the aromatic ring. Finally, as an example we report the synthesis and X-ray characterization of a solvate of gallic acid with dioxane, where two molecules of dioxane are located above and below the eight-membered supramolecular ring, forming two symmetrically equivalent O···C π−hole interactions. | - |
dc.format.extent | 29 p. | - |
dc.format.mimetype | application/pdf | - |
dc.language.iso | eng | - |
dc.publisher | American Chemical Society | - |
dc.relation.isformatof | Versió postprint del document publicat a: https://doi.org/10.1021/acs.cgd.9b00387 | - |
dc.relation.ispartof | Crystal Growth & Design, 2019, vol. 19, num. 7, p. 3989-3997 | - |
dc.relation.uri | https://doi.org/10.1021/acs.cgd.9b00387 | - |
dc.rights | (c) American Chemical Society , 2019 | - |
dc.source | Articles publicats en revistes (Mineralogia, Petrologia i Geologia Aplicada) | - |
dc.subject.classification | Química supramolecular | - |
dc.subject.classification | Èters | - |
dc.subject.classification | Hidrocarburs | - |
dc.subject.other | Supramolecular chemistry | - |
dc.subject.other | Ethers | - |
dc.subject.other | Hydrocarbons | - |
dc.title | Gallic Acid Dimer As a Double π−Hole Donor: Evidence from X‑ray, Theoretical Calculations, and Generalization from the Cambridge Structural Database | - |
dc.type | info:eu-repo/semantics/article | - |
dc.type | info:eu-repo/semantics/acceptedVersion | - |
dc.identifier.idgrec | 691780 | - |
dc.date.updated | 2020-05-27T07:13:37Z | - |
dc.rights.accessRights | info:eu-repo/semantics/openAccess | - |
Appears in Collections: | Articles publicats en revistes (Mineralogia, Petrologia i Geologia Aplicada) |
Files in This Item:
File | Description | Size | Format | |
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691780.pdf | 2 MB | Adobe PDF | View/Open |
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