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Heteroacenes Bearing the Pyrimidine Scaffold: Synthesis, Photophysical and Electrochemical Properties.
- Source :
- European Journal of Organic Chemistry; Mar2016, Vol. 2016 Issue 7, p1420-1428, 9p
- Publication Year :
- 2016
-
Abstract
- A convenient synthetic route to novel 7-substituted benzo[ f]thieno[3,2- h]quinazoline and 8-substituted benzo[ g, h]dithieno[2,3- e:3′,2′- j]perimidine systems, bearing the fused pyrimidine ring, has been advanced. A commercially available 5-bromopyrimidine was used as the starting material to obtain various polycyclic systems through the sequence of nucleophilic aromatic substitution of hydrogen (the S<subscript>N</subscript><superscript>H</superscript> reaction), Suzuki cross-coupling and oxidative photocyclization. Evidence for the structure of benzo[ g, h]dithieno[2,3- e:3′,2′- j]perimidines has been obtained by X-ray crystallographic analysis. Molecular orbital calculations (DFT), as well as redox and optical measurements for all new compounds have been performed. The data show that the reported polycyclic systems have potential for use in organic electronic applications. [ABSTRACT FROM AUTHOR]
Details
- Language :
- English
- ISSN :
- 1434193X
- Volume :
- 2016
- Issue :
- 7
- Database :
- Complementary Index
- Journal :
- European Journal of Organic Chemistry
- Publication Type :
- Academic Journal
- Accession number :
- 113576341
- Full Text :
- https://doi.org/10.1002/ejoc.201501450