Discrete multiporphyrin pseudorotaxane assemblies from di- and tetravalent porphyrin building blocks
Two pairs of divalent and tetravalent porphyrin building blocks carrying the complementary supramolecular crown ether/secondary ammonium ion binding motif have been synthesized and their derived pseudorotaxanes have been studied by a combination of NMR spectroscopy in solution and ESI mass spectrome...
| Main Authors: | , , , , , |
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| Format: | Article |
| Language: | English |
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Beilstein-Institut
2015-05-01
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| Series: | Beilstein Journal of Organic Chemistry |
| Subjects: | |
| Online Access: | https://doi.org/10.3762/bjoc.11.85 |
| _version_ | 1818360740894998528 |
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| author | Mirko Lohse Larissa K. S. von Krbek Sebastian Radunz Suresh Moorthy Christoph A. Schalley Stefan Hecht |
| author_facet | Mirko Lohse Larissa K. S. von Krbek Sebastian Radunz Suresh Moorthy Christoph A. Schalley Stefan Hecht |
| author_sort | Mirko Lohse |
| collection | DOAJ |
| description | Two pairs of divalent and tetravalent porphyrin building blocks carrying the complementary supramolecular crown ether/secondary ammonium ion binding motif have been synthesized and their derived pseudorotaxanes have been studied by a combination of NMR spectroscopy in solution and ESI mass spectrometry in the gas phase. By simple mixing of the components the formation of discrete dimeric and trimeric (metallo)porphyrin complexes predominates, in accordance to binding stoichiometry, while the amount of alternative structures can be neglected. Our results illustrate the power of multivalency to program the multicomponent self-assembly of specific entities into discrete functional nanostructures. |
| first_indexed | 2024-12-13T21:05:36Z |
| format | Article |
| id | doaj.art-5cfd45f7038d4a9d94664906dbe184ad |
| institution | Directory Open Access Journal |
| issn | 1860-5397 |
| language | English |
| last_indexed | 2024-12-13T21:05:36Z |
| publishDate | 2015-05-01 |
| publisher | Beilstein-Institut |
| record_format | Article |
| series | Beilstein Journal of Organic Chemistry |
| spelling | doaj.art-5cfd45f7038d4a9d94664906dbe184ad2022-12-21T23:31:29ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972015-05-0111174876210.3762/bjoc.11.851860-5397-11-85Discrete multiporphyrin pseudorotaxane assemblies from di- and tetravalent porphyrin building blocksMirko Lohse0Larissa K. S. von Krbek1Sebastian Radunz2Suresh Moorthy3Christoph A. Schalley4Stefan Hecht5Department of Chemistry, Humboldt-Universität zu Berlin, Brook-Taylor-Str. 2, 12489 Berlin, Germany. Fax: +49 (0)30 2093-6940; Tel: +49 (0)30 2093-7308Institut für Chemie und Biochemie, Freie Universität Berlin, Takustraße 3, 14195 Berlin, Germany. Fax: +49(0)308385-5366; Tel: +49(0)308385-2639Department of Chemistry, Humboldt-Universität zu Berlin, Brook-Taylor-Str. 2, 12489 Berlin, Germany. Fax: +49 (0)30 2093-6940; Tel: +49 (0)30 2093-7308Institut für Chemie und Biochemie, Freie Universität Berlin, Takustraße 3, 14195 Berlin, Germany. Fax: +49(0)308385-5366; Tel: +49(0)308385-2639Institut für Chemie und Biochemie, Freie Universität Berlin, Takustraße 3, 14195 Berlin, Germany. Fax: +49(0)308385-5366; Tel: +49(0)308385-2639Department of Chemistry, Humboldt-Universität zu Berlin, Brook-Taylor-Str. 2, 12489 Berlin, Germany. Fax: +49 (0)30 2093-6940; Tel: +49 (0)30 2093-7308Two pairs of divalent and tetravalent porphyrin building blocks carrying the complementary supramolecular crown ether/secondary ammonium ion binding motif have been synthesized and their derived pseudorotaxanes have been studied by a combination of NMR spectroscopy in solution and ESI mass spectrometry in the gas phase. By simple mixing of the components the formation of discrete dimeric and trimeric (metallo)porphyrin complexes predominates, in accordance to binding stoichiometry, while the amount of alternative structures can be neglected. Our results illustrate the power of multivalency to program the multicomponent self-assembly of specific entities into discrete functional nanostructures.https://doi.org/10.3762/bjoc.11.85crown ethersmulticomponent assemblymultivalencyporphyrinspseudorotaxanes |
| spellingShingle | Mirko Lohse Larissa K. S. von Krbek Sebastian Radunz Suresh Moorthy Christoph A. Schalley Stefan Hecht Discrete multiporphyrin pseudorotaxane assemblies from di- and tetravalent porphyrin building blocks Beilstein Journal of Organic Chemistry crown ethers multicomponent assembly multivalency porphyrins pseudorotaxanes |
| title | Discrete multiporphyrin pseudorotaxane assemblies from di- and tetravalent porphyrin building blocks |
| title_full | Discrete multiporphyrin pseudorotaxane assemblies from di- and tetravalent porphyrin building blocks |
| title_fullStr | Discrete multiporphyrin pseudorotaxane assemblies from di- and tetravalent porphyrin building blocks |
| title_full_unstemmed | Discrete multiporphyrin pseudorotaxane assemblies from di- and tetravalent porphyrin building blocks |
| title_short | Discrete multiporphyrin pseudorotaxane assemblies from di- and tetravalent porphyrin building blocks |
| title_sort | discrete multiporphyrin pseudorotaxane assemblies from di and tetravalent porphyrin building blocks |
| topic | crown ethers multicomponent assembly multivalency porphyrins pseudorotaxanes |
| url | https://doi.org/10.3762/bjoc.11.85 |
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