5-(9-(<i>p</i>-Tolyl)-2,3,4,4a,9,9a-hexahydro-1<i>H</i>-1,4-methanocarbazol-6-yl)thiophene-2-carbaldehyde
Donor–π spacer–acceptor (D–π–A) dyes are among the most attractive structures for the design of organic dye-sensitized solar cells (DSSCs). Typically, the key intermediates for these sensitizers are D–π compounds containing an aldehyde group to which an anchor acceptor group is attached via the Knoe...
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| Format: | Article |
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MDPI AG
2024-03-01
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| Series: | Molbank |
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| Online Access: | https://www.mdpi.com/1422-8599/2024/1/M1792 |
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| author | Nikita S. Gudim Ekaterina A. Knyazeva Oleg A. Rakitin |
| author_facet | Nikita S. Gudim Ekaterina A. Knyazeva Oleg A. Rakitin |
| author_sort | Nikita S. Gudim |
| collection | DOAJ |
| description | Donor–π spacer–acceptor (D–π–A) dyes are among the most attractive structures for the design of organic dye-sensitized solar cells (DSSCs). Typically, the key intermediates for these sensitizers are D–π compounds containing an aldehyde group to which an anchor acceptor group is attached via the Knoevenagel reaction. In this communication, 5-(9-(<i>p</i>-tolyl)-2,3,4,4a,9,9a-hexahydro-1<i>H</i>-1,4-methanocarbazol-6-yl)thiophene-2-carbaldehyde was prepared via the Suzuki cross-coupling reaction. The structure of the newly synthesized compound was established by means of high-resolution mass spectrometry, <sup>1</sup>H NMR, <sup>13</sup>C NMR, IR, and UV–Vis spectroscopy. The title compound would be used in the synthesis of sensitizers for DSSCs. |
| first_indexed | 2024-04-24T17:58:39Z |
| format | Article |
| id | doaj.art-c4cdcb04ebb145c788a5fd81a19b9d58 |
| institution | Directory Open Access Journal |
| issn | 1422-8599 |
| language | English |
| last_indexed | 2024-04-24T17:58:39Z |
| publishDate | 2024-03-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molbank |
| spelling | doaj.art-c4cdcb04ebb145c788a5fd81a19b9d582024-03-27T13:56:40ZengMDPI AGMolbank1422-85992024-03-0120241M179210.3390/M17925-(9-(<i>p</i>-Tolyl)-2,3,4,4a,9,9a-hexahydro-1<i>H</i>-1,4-methanocarbazol-6-yl)thiophene-2-carbaldehydeNikita S. Gudim0Ekaterina A. Knyazeva1Oleg A. Rakitin2N. D. Zelinsky Institute of Organic Chemistry Russian Academy of Sciences, 47 Leninsky Prospekt, Moscow 119991, RussiaN. D. Zelinsky Institute of Organic Chemistry Russian Academy of Sciences, 47 Leninsky Prospekt, Moscow 119991, RussiaN. D. Zelinsky Institute of Organic Chemistry Russian Academy of Sciences, 47 Leninsky Prospekt, Moscow 119991, RussiaDonor–π spacer–acceptor (D–π–A) dyes are among the most attractive structures for the design of organic dye-sensitized solar cells (DSSCs). Typically, the key intermediates for these sensitizers are D–π compounds containing an aldehyde group to which an anchor acceptor group is attached via the Knoevenagel reaction. In this communication, 5-(9-(<i>p</i>-tolyl)-2,3,4,4a,9,9a-hexahydro-1<i>H</i>-1,4-methanocarbazol-6-yl)thiophene-2-carbaldehyde was prepared via the Suzuki cross-coupling reaction. The structure of the newly synthesized compound was established by means of high-resolution mass spectrometry, <sup>1</sup>H NMR, <sup>13</sup>C NMR, IR, and UV–Vis spectroscopy. The title compound would be used in the synthesis of sensitizers for DSSCs.https://www.mdpi.com/1422-8599/2024/1/M1792donor–acceptor dyesSuzuki cross-coupling reactionaldehydesboronic esters2,3,4,4a,9,9a-hexahydro-1<i>H</i>-1,4-methanocarbazole |
| spellingShingle | Nikita S. Gudim Ekaterina A. Knyazeva Oleg A. Rakitin 5-(9-(<i>p</i>-Tolyl)-2,3,4,4a,9,9a-hexahydro-1<i>H</i>-1,4-methanocarbazol-6-yl)thiophene-2-carbaldehyde Molbank donor–acceptor dyes Suzuki cross-coupling reaction aldehydes boronic esters 2,3,4,4a,9,9a-hexahydro-1<i>H</i>-1,4-methanocarbazole |
| title | 5-(9-(<i>p</i>-Tolyl)-2,3,4,4a,9,9a-hexahydro-1<i>H</i>-1,4-methanocarbazol-6-yl)thiophene-2-carbaldehyde |
| title_full | 5-(9-(<i>p</i>-Tolyl)-2,3,4,4a,9,9a-hexahydro-1<i>H</i>-1,4-methanocarbazol-6-yl)thiophene-2-carbaldehyde |
| title_fullStr | 5-(9-(<i>p</i>-Tolyl)-2,3,4,4a,9,9a-hexahydro-1<i>H</i>-1,4-methanocarbazol-6-yl)thiophene-2-carbaldehyde |
| title_full_unstemmed | 5-(9-(<i>p</i>-Tolyl)-2,3,4,4a,9,9a-hexahydro-1<i>H</i>-1,4-methanocarbazol-6-yl)thiophene-2-carbaldehyde |
| title_short | 5-(9-(<i>p</i>-Tolyl)-2,3,4,4a,9,9a-hexahydro-1<i>H</i>-1,4-methanocarbazol-6-yl)thiophene-2-carbaldehyde |
| title_sort | 5 9 i p i tolyl 2 3 4 4a 9 9a hexahydro 1 i h i 1 4 methanocarbazol 6 yl thiophene 2 carbaldehyde |
| topic | donor–acceptor dyes Suzuki cross-coupling reaction aldehydes boronic esters 2,3,4,4a,9,9a-hexahydro-1<i>H</i>-1,4-methanocarbazole |
| url | https://www.mdpi.com/1422-8599/2024/1/M1792 |
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