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Synfacts 2008(12): 1281-1281
DOI: 10.1055/s-0028-1087313
DOI: 10.1055/s-0028-1087313
Synthesis of Materials and Unnatural Products
© Georg Thieme Verlag
Stuttgart ˙ New York
Addition of Heteroatoms to Perylenes
W. Jiang, H. Qian, Y. Li, Z. Wang*
institute of chemistry, Chinese Academy of Sciences and Graduate School of the Chinese Academy of Sciences, Beijing, P. R. of China
Weitere Informationen
Publikationsverlauf
Publikationsdatum:
20. November 2008 (online)
Significance
Beginning with 1-nitroperylene, the authors report the synthesis of three perylene derivatives (1-3) containing an annulated heteroatom. The conditions used are relatively harsh, which is not uncommon when dealing with perylene derivatives, but allow for the inexpensive and straightforward synthesis of grams of material. In all three cases, the heterocyclic derivatives of perylene show a blue-shifted UV-Vis absorbance and emission when compared to perylene. To demonstrate the synthetic range of their method, the authors elaborate 1-nitroperylene through a Diels-Alder reaction with diethyl maleate followed by the addition of sulfur to form 5.