Nanopatterns of arylene–alkynylene squares on graphite: self-sorting and intercalation
Supramolecular nanopatterns of arylene–alkynylene squares with side chains of different lengths are investigated by scanning tunneling microscopy at the solid/liquid interface of highly oriented pyrolytic graphite and 1,2,4-trichlorobenzene. Self-sorting leads to the intermolecular interdigitation o...
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| Format: | Article |
| Language: | English |
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Beilstein-Institut
2019-08-01
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| Series: | Beilstein Journal of Organic Chemistry |
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| Online Access: | https://doi.org/10.3762/bjoc.15.180 |
| _version_ | 1818617137434984448 |
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| author | Tristan J. Keller Joshua Bahr Kristin Gratzfeld Nina Schönfelder Marcin A. Majewski Marcin Stępień Sigurd Höger Stefan-S. Jester |
| author_facet | Tristan J. Keller Joshua Bahr Kristin Gratzfeld Nina Schönfelder Marcin A. Majewski Marcin Stępień Sigurd Höger Stefan-S. Jester |
| author_sort | Tristan J. Keller |
| collection | DOAJ |
| description | Supramolecular nanopatterns of arylene–alkynylene squares with side chains of different lengths are investigated by scanning tunneling microscopy at the solid/liquid interface of highly oriented pyrolytic graphite and 1,2,4-trichlorobenzene. Self-sorting leads to the intermolecular interdigitation of alkoxy side chains of identical length. Voids inside and between the squares are occupied by intercalated solvent molecules, which numbers depend on the sizes and shapes of the nanopores. In addition, planar and non-planar coronoid polycyclic aromatic hydrocarbons (i.e., butyloxy-substituted kekulene and octulene derivatives) are found to be able to intercalate into the intramolecular nanopores. |
| first_indexed | 2024-12-16T17:00:55Z |
| format | Article |
| id | doaj.art-4c09af89337e4848b5da36c1b13fac80 |
| institution | Directory Open Access Journal |
| issn | 1860-5397 |
| language | English |
| last_indexed | 2024-12-16T17:00:55Z |
| publishDate | 2019-08-01 |
| publisher | Beilstein-Institut |
| record_format | Article |
| series | Beilstein Journal of Organic Chemistry |
| spelling | doaj.art-4c09af89337e4848b5da36c1b13fac802022-12-21T22:23:44ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972019-08-011511848185510.3762/bjoc.15.1801860-5397-15-180Nanopatterns of arylene–alkynylene squares on graphite: self-sorting and intercalationTristan J. Keller0Joshua Bahr1Kristin Gratzfeld2Nina Schönfelder3Marcin A. Majewski4Marcin Stępień5Sigurd Höger6Stefan-S. Jester7Kekulé-Institut für Organische Chemie und Biochemie, Rheinische Friedrich-Wilhelms-Universität Bonn, Gerhard-Domagk-Str. 1, 53121 Bonn, GermanyKekulé-Institut für Organische Chemie und Biochemie, Rheinische Friedrich-Wilhelms-Universität Bonn, Gerhard-Domagk-Str. 1, 53121 Bonn, GermanyKekulé-Institut für Organische Chemie und Biochemie, Rheinische Friedrich-Wilhelms-Universität Bonn, Gerhard-Domagk-Str. 1, 53121 Bonn, GermanyKekulé-Institut für Organische Chemie und Biochemie, Rheinische Friedrich-Wilhelms-Universität Bonn, Gerhard-Domagk-Str. 1, 53121 Bonn, GermanyWydział Chemii, Uniwersytet Wrocławski, ul. F. Joliot-Curie 14, 50-383 Wrocław, PolandWydział Chemii, Uniwersytet Wrocławski, ul. F. Joliot-Curie 14, 50-383 Wrocław, PolandKekulé-Institut für Organische Chemie und Biochemie, Rheinische Friedrich-Wilhelms-Universität Bonn, Gerhard-Domagk-Str. 1, 53121 Bonn, GermanyKekulé-Institut für Organische Chemie und Biochemie, Rheinische Friedrich-Wilhelms-Universität Bonn, Gerhard-Domagk-Str. 1, 53121 Bonn, GermanySupramolecular nanopatterns of arylene–alkynylene squares with side chains of different lengths are investigated by scanning tunneling microscopy at the solid/liquid interface of highly oriented pyrolytic graphite and 1,2,4-trichlorobenzene. Self-sorting leads to the intermolecular interdigitation of alkoxy side chains of identical length. Voids inside and between the squares are occupied by intercalated solvent molecules, which numbers depend on the sizes and shapes of the nanopores. In addition, planar and non-planar coronoid polycyclic aromatic hydrocarbons (i.e., butyloxy-substituted kekulene and octulene derivatives) are found to be able to intercalate into the intramolecular nanopores.https://doi.org/10.3762/bjoc.15.180macrocyclesscanning tunneling microscopyself-assembled monolayersself-sortingsolid/liquid interface |
| spellingShingle | Tristan J. Keller Joshua Bahr Kristin Gratzfeld Nina Schönfelder Marcin A. Majewski Marcin Stępień Sigurd Höger Stefan-S. Jester Nanopatterns of arylene–alkynylene squares on graphite: self-sorting and intercalation Beilstein Journal of Organic Chemistry macrocycles scanning tunneling microscopy self-assembled monolayers self-sorting solid/liquid interface |
| title | Nanopatterns of arylene–alkynylene squares on graphite: self-sorting and intercalation |
| title_full | Nanopatterns of arylene–alkynylene squares on graphite: self-sorting and intercalation |
| title_fullStr | Nanopatterns of arylene–alkynylene squares on graphite: self-sorting and intercalation |
| title_full_unstemmed | Nanopatterns of arylene–alkynylene squares on graphite: self-sorting and intercalation |
| title_short | Nanopatterns of arylene–alkynylene squares on graphite: self-sorting and intercalation |
| title_sort | nanopatterns of arylene alkynylene squares on graphite self sorting and intercalation |
| topic | macrocycles scanning tunneling microscopy self-assembled monolayers self-sorting solid/liquid interface |
| url | https://doi.org/10.3762/bjoc.15.180 |
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