Synthesis of alkynylated benzo[a]naphtho[2,3-i]phenazine derivatives

Thermal condensation of 2,3-diamino-1,4-(bistriisopropylsilylethynyl)benzene, -naphthalene,-anthracene, and -benzothiadiazole substrates with 1,2-naphthalenedione forms bent benzophenazine-type heteroarenes in a one-step reaction in good to excellent yields. The targets are investigated by UV/Vis sp...

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Main Authors: Hahn, Sebastian (Author) , Biegger, Philipp (Author) , Bender, Markus (Author) , Rominger, Frank (Author) , Bunz, Uwe H. F. (Author)
Format: Article (Journal)
Language:English
Published: 2016
In: Chemistry - a European journal
Year: 2015, Volume: 22, Issue: 3, Pages: 869-873
ISSN:1521-3765
DOI:10.1002/chem.201503856
Online Access:Verlag, lizenzpflichtig, Volltext: https://doi.org/10.1002/chem.201503856
Verlag, lizenzpflichtig, Volltext: https://chemistry-europe.onlinelibrary.wiley.com/doi/abs/10.1002/chem.201503856
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Author Notes:Sebastian Hahn, Philipp Biegger, Markus Bender, Frank Rominger, and Uwe H.F. Bunz
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Summary:Thermal condensation of 2,3-diamino-1,4-(bistriisopropylsilylethynyl)benzene, -naphthalene,-anthracene, and -benzothiadiazole substrates with 1,2-naphthalenedione forms bent benzophenazine-type heteroarenes in a one-step reaction in good to excellent yields. The targets are investigated by UV/Vis spectroscopy, cyclic voltammetry, and single-crystal X-ray crystallography. The packing of the targets in the solid state follows either a herringbone or a brick wall motif. In the case of 8,13-bis(triisopropylsilylethynyl)dibenzo[a,i]phenazine, polymorphs with either packing result.
Item Description:Published online on December 11, 2015
Gesehen am 18.03.2021
Physical Description:Online Resource
ISSN:1521-3765
DOI:10.1002/chem.201503856