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Stacking patterns of thieno[3,2-b]thiophenes functionalized by sequential palladium-catalyzed Suzuki and Heck cross-coupling reactions.
| Content Provider | Semantic Scholar |
|---|---|
| Author | Nguyen, Hien Xuan Bich, Ngan Nguyen Dang, T. T. Meervelt, Luc Van |
| Copyright Year | 2014 |
| Abstract | The crystal structures of three 5-alkenyl-2-arylthieno[3,2-b]thiophenes, namely 3,6-dibromo-5-(4-tert-butylstyryl)-2-(naphthalen-1-yl)thieno[3,2-b]thiophene, C(28)H(22)Br(2)S(2), (I), 3,6-dibromo-5-(4-methylstyryl)-2-(naphthalen-1-yl)thieno[3,2-b]thiophene, C(25)H(16)Br(2)S(2), (II), and 3,6-dibromo-2-(4-tert-butylphenyl)-5-(4-methylstyryl)thieno[3,2-b]thiophene, C(25)H(22)Br(2)S(2), (III), have been determined in order to evaluate the geometry of the molecules. The π-conjugated system containing the thieno[3,2-b]thiophene skeleton, the ethylene bridge and the phenyl rings is almost planar. The aromatic ring directly attached to the thieno[3,2-b]thiophene moiety is not coplanar with the thieno[3,2-b]thiophene moiety itself due to steric hindrance of the bromo substituent. The crystal packings are characterized by π-π stacking [only for (II)] and C-Br...π interactions. The long axes of the molecules in (I) are oriented in two directions; for the two other structures the long axis is oriented in one direction only. |
| File Format | PDF HTM / HTML |
| DOI | 10.1107/S2053229614018683 |
| PubMed reference number | 25186364 |
| Journal | Medline |
| Volume Number | 70 |
| Part | 9 |
| Alternate Webpage(s) | https://hnue.edu.vn/Portals/0/Images/90724301115520182014-ActaCrystal.C-StructuralChem.pdf |
| Alternate Webpage(s) | https://doi.org/10.1107/S2053229614018683 |
| Journal | Acta crystallographica. Section C, Structural chemistry |
| Language | English |
| Access Restriction | Open |
| Content Type | Text |
| Resource Type | Article |
