9,10-Bis(5H-dibenzo[b,f]azepino)anthracene

The title compound with a donor–π–donor (D–π–D) type triad structure was synthesized by Buchwald–Hartwig amination using 9,10-dibromoanthracene and 5H-dibenzo[b,f]azepine, and characterized by 1H, 13C{1H} NMR, HRMS, and X-ray diffraction analysis. The azepine–anthracene–azepine units are nearly orthogonal to each other, with a torsion angle of 88°. A broad and weak absorption band around 410–480 nm and the low emission character (ΦF = 0.01) suggest the weak intramolecular charge transfer from the azepine to the anthracene unit due to the twisted structure.

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Publication Details

Journal
Molbank
Published
2024-11-15
DOI
https://doi.org/10.3390/m1917
Primary Topic
Neuroscience and Neuropharmacology Research
Type
article
Field-Weighted Citation Impact
0.00

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article

9,10-Bis(5H-dibenzo[b,f]azepino)anthracene

Takuya Kuwabara, Himeko Kawaguchi
Molbank
Neuroscience and Neuropharmacology Research
article

9,10-Bis(5H-dibenzo[b,f]azepino)anthracene

Takuya Kuwabara, Himeko Kawaguchi
article en

Abstract

The title compound with a donor–π–donor (D–π–D) type triad structure was synthesized by Buchwald–Hartwig amination using 9,10-dibromoanthracene and 5H-dibenzo[b,f]azepine, and characterized by 1H, 13C{1H} NMR, HRMS, and X-ray diffraction analysis. The azepine–anthracene–azepine units are nearly orthogonal to each other, with a torsion angle of 88°. A broad and weak absorption band around 410–480 nm and the low emission character (ΦF = 0.01) suggest the weak intramolecular charge transfer from the azepine to the anthracene unit due to the twisted structure.

MolbankVol. 2024(4)
Ochanomizu University (JP)
Japan Society for the Promotion of Science London, Japan Society for the Promotion of Science
Openalex Percentile: Top 78%
Neuroscience and Neuropharmacology Research
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