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Synthesis and characterization of heterobenzenacyclo-octaphanes derived from cyclotetrabenzoin

We describe the modular synthesis and characterization of several substituted N-hetero benzenacyclooctaphanes (BAOs), a new motif for heteroaromatic conjugated macrocycles. The targets were synthesized via condensation of substituted aromatic ortho-diamines with a cyclic octaketone building block in...

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Bibliographic Details
Main Authors: Hahn, Sebastian (Author) , Sontheim, Anna (Author) , Rominger, Frank (Author) , Bunz, Uwe H. F. (Author)
Format: Article (Journal)
Language:English
Published: 05 May 2017
In: Chemistry - a European journal
Year: 2017, Volume: 23, Issue: 44, Pages: 10543-10550
ISSN:1521-3765
DOI:10.1002/chem.201701125
Online Access:Verlag, Volltext: http://dx.doi.org/10.1002/chem.201701125
Verlag, Volltext: https://onlinelibrary.wiley.com/doi/abs/10.1002/chem.201701125
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Author Notes:Sebastian Hahn, Maymounah Alrayyani, Anna Sontheim, Xiqu Wang, Frank Rominger, Ognjen Š. Miljanić, and Uwe H.F. Bunz
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Summary:We describe the modular synthesis and characterization of several substituted N-hetero benzenacyclooctaphanes (BAOs), a new motif for heteroaromatic conjugated macrocycles. The targets were synthesized via condensation of substituted aromatic ortho-diamines with a cyclic octaketone building block in moderate to excellent yields (41-91 %). We evaluated the optical and electronic properties and the solid-state structures of the targets and discuss their properties through comparison with their linear diphenyl N-heteroacene counterparts.
Item Description:Gesehen am 07.05.2018
Physical Description:Online Resource
ISSN:1521-3765
DOI:10.1002/chem.201701125

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