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Pd-catalyzed coupling of non-activated dibromoarenes to 2,3-Diaminoarenes: formation of N,N′-Dihydropyrazines

Accessible azaacenes: Pd-catalyzed coupling reactions between aromatic diamines and unactivated aromatic dibromides furnish N,N′-dihydrodiazapentacenes, -hexacenes, and -heptacenes (see scheme; TIPS=triisopropylsilyl). Oxidation of these products led to diazapentacenes and a diazahexacene. The exist...

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Bibliographic Details
Main Authors: Engelhart, Jens U. (Author) , Lindner, Benjamin (Author) , Tverskoy, Olena (Author) , Rominger, Frank (Author) , Bunz, Uwe H. F. (Author)
Format: Article (Journal)
Language:English
Published: 7 October 2013
In: Chemistry - a European journal
Year: 2013, Volume: 19, Issue: 45, Pages: 15089-15092
ISSN:1521-3765
DOI:https://doi.org/10.1002/chem.201303277
Online Access:Verlag, lizenzpflichtig, Volltext: https://doi.org/https://doi.org/10.1002/chem.201303277
Verlag, lizenzpflichtig, Volltext: https://chemistry-europe.onlinelibrary.wiley.com/doi/abs/10.1002/chem.201303277
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Author Notes:Jens U. Engelhart, Benjamin D. Lindner, Olena Tverskoy, Frank Rominger, and Uwe H.F. Bunz
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Summary:Accessible azaacenes: Pd-catalyzed coupling reactions between aromatic diamines and unactivated aromatic dibromides furnish N,N′-dihydrodiazapentacenes, -hexacenes, and -heptacenes (see scheme; TIPS=triisopropylsilyl). Oxidation of these products led to diazapentacenes and a diazahexacene. The existence of a diazaheptacene intermediate was proven by solving the single-crystal structure of its (4+4) dimerization product.
Item Description:Gesehen am 09.02.2021
Physical Description:Online Resource
ISSN:1521-3765
DOI:https://doi.org/10.1002/chem.201303277

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