期刊
JOURNAL OF ORGANIC CHEMISTRY
卷 84, 期 23, 页码 15530-15537出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.9b02523
关键词
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资金
- Natural Sciences and Engineering Research Council of Canada (NSERC)
- Canada Foundation for Innovation
- Ontario Research Fund
- Wilfrid Laurier University
- Research Support Fund
- NSERC Postgraduate Award (PGS-M)
- Ontario Graduate Scholarship
- MITACS
- Universite de Montreal
A synthetic approach for preparing a variety of heterocyclic tetrahydropentacene derivatives via nucleophilic aromatic substitution reactions of bidentate nucleophiles and tetrafluoroterephthalonitrile was developed. X-ray crystallography of several products revealed that the compounds containing oxygen and nitrogen heteroatoms are highly planar and engage in pi-stacking, while the compounds containing sulfur are bent and do not stack as effectively. The compounds were also highly emissive, and the heteroatom had a significant impact on the emission and electrochemical properties.
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