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Synthesis and Characterization of Heterobenzenacyclo‐octaphanes Derived from Cyclotetrabenzoin
Author(s) -
Hahn Sebastian,
Alrayyani Maymounah,
Sontheim Anna,
Wang Xiqu,
Rominger Frank,
Miljanić Ognjen Š.,
Bunz Uwe H. F.
Publication year - 2017
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201701125
Subject(s) - characterization (materials science) , conjugated system , solid state , combinatorial chemistry , condensation , block (permutation group theory) , chemistry , materials science , stereochemistry , computational chemistry , nanotechnology , organic chemistry , mathematics , physics , polymer , combinatorics , thermodynamics
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.