Syntheses and properties of thienyl-substituted dithienophenazines
A series of dithienophenazines with different lengths of the oligomeric thiophene units (quaterthiophenes and sexithiophenes) was synthesized. The thiophene and phenazine units act as electron donors and acceptors, respectively, resulting in characteristic absorption spectra. The optical spectra wer...
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| Format: | Article |
| Language: | English |
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Beilstein-Institut
2010-12-01
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| Series: | Beilstein Journal of Organic Chemistry |
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| Online Access: | https://doi.org/10.3762/bjoc.6.135 |
| _version_ | 1818918824377843712 |
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| author | Annemarie Meyer Eva Sigmund Friedhelm Luppertz Gregor Schnakenburg Immanuel Gadaczek Thomas Bredow Stefan-S. Jester Sigurd Höger |
| author_facet | Annemarie Meyer Eva Sigmund Friedhelm Luppertz Gregor Schnakenburg Immanuel Gadaczek Thomas Bredow Stefan-S. Jester Sigurd Höger |
| author_sort | Annemarie Meyer |
| collection | DOAJ |
| description | A series of dithienophenazines with different lengths of the oligomeric thiophene units (quaterthiophenes and sexithiophenes) was synthesized. The thiophene and phenazine units act as electron donors and acceptors, respectively, resulting in characteristic absorption spectra. The optical spectra were calculated using time-dependent density functional theory at the B3LYP/TZVP level and verify the experimental data. Adsorption of the dithienophenazines on highly ordered pyrolytic graphite (HOPG) was investigated by scanning tunneling microscopy, showing that one of the compounds forms highly organized self-assembled monolayers. |
| first_indexed | 2024-12-20T00:56:06Z |
| format | Article |
| id | doaj.art-faf5b4f3e57244ef8a5a90bd97fe7a37 |
| institution | Directory Open Access Journal |
| issn | 1860-5397 |
| language | English |
| last_indexed | 2024-12-20T00:56:06Z |
| publishDate | 2010-12-01 |
| publisher | Beilstein-Institut |
| record_format | Article |
| series | Beilstein Journal of Organic Chemistry |
| spelling | doaj.art-faf5b4f3e57244ef8a5a90bd97fe7a372022-12-21T19:59:06ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972010-12-01611180118710.3762/bjoc.6.1351860-5397-6-135Syntheses and properties of thienyl-substituted dithienophenazinesAnnemarie Meyer0Eva Sigmund1Friedhelm Luppertz2Gregor Schnakenburg3Immanuel Gadaczek4Thomas Bredow5Stefan-S. Jester6Sigurd Höger7Kekulé-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, GermanyInstitut für Anorganische Chemie, Rheinische Friedrich-Wilhelms-Universität Bonn, Gerhard-Domagk-Str. 1, 53121 Bonn, GermanyInstitut für Physikalische und Theoretische Chemie, Rheinische Friedrich-Wilhelms-Universität Bonn, Wegelerstr. 12, 53115 Bonn, GermanyInstitut für Physikalische und Theoretische Chemie, Rheinische Friedrich-Wilhelms-Universität Bonn, Wegelerstr. 12, 53115 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, GermanyA series of dithienophenazines with different lengths of the oligomeric thiophene units (quaterthiophenes and sexithiophenes) was synthesized. The thiophene and phenazine units act as electron donors and acceptors, respectively, resulting in characteristic absorption spectra. The optical spectra were calculated using time-dependent density functional theory at the B3LYP/TZVP level and verify the experimental data. Adsorption of the dithienophenazines on highly ordered pyrolytic graphite (HOPG) was investigated by scanning tunneling microscopy, showing that one of the compounds forms highly organized self-assembled monolayers.https://doi.org/10.3762/bjoc.6.135oligothiophenesphenazinesscanning tunneling microscopyself-assembled monolayersTD-DFT calculations |
| spellingShingle | Annemarie Meyer Eva Sigmund Friedhelm Luppertz Gregor Schnakenburg Immanuel Gadaczek Thomas Bredow Stefan-S. Jester Sigurd Höger Syntheses and properties of thienyl-substituted dithienophenazines Beilstein Journal of Organic Chemistry oligothiophenes phenazines scanning tunneling microscopy self-assembled monolayers TD-DFT calculations |
| title | Syntheses and properties of thienyl-substituted dithienophenazines |
| title_full | Syntheses and properties of thienyl-substituted dithienophenazines |
| title_fullStr | Syntheses and properties of thienyl-substituted dithienophenazines |
| title_full_unstemmed | Syntheses and properties of thienyl-substituted dithienophenazines |
| title_short | Syntheses and properties of thienyl-substituted dithienophenazines |
| title_sort | syntheses and properties of thienyl substituted dithienophenazines |
| topic | oligothiophenes phenazines scanning tunneling microscopy self-assembled monolayers TD-DFT calculations |
| url | https://doi.org/10.3762/bjoc.6.135 |
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