Abstract
Three dihydroacridine analogues, 2,7-dimethoxy-9,10-dihydro-9,9-diphenylacridine (1-C), 2,8-dimethoxy-10,10-diphenyl-5,10-dihydrophenazasiline (1-Si), and 2,8-dimethoxy-10,10-diphenyl-5,10-dihydrophenazagermine (1-Ge), and corresponding nitroxide radical derivatives, 2,7-dimethoxy-9,10-dihydro-9,9-diphenylacridine-10-oxyl (2-C), 2,8-dimethoxy-10,10-diphenyl-5,10-dihydrophenazasiline-5-oxyl (2-Si), and 2,8-dimethoxy-10,10-diphenyl-5,10-dihydrophenazagermine-5-oxyl (2-Ge) were synthesized in order to study the effect of the Si and Ge bridging atoms on the physicochemical properties of the diaryl nitroxide radical derivatives. These derivatives were stable in non-halogenated solvents and in the solid state. Their structures were crystallographically analyzed and UV-vis, fluorescence, EPR, and cyclic voltammetry measurements were performed to investigate the physicochemical properties of the dihydroacridine analogues and nitroxide radical derivatives.
| Original language | English |
|---|---|
| Pages (from-to) | 399-406 |
| Number of pages | 8 |
| Journal | Journal of Molecular Structure |
| Volume | 1106 |
| DOIs | |
| Publication status | Published - 2016 Feb 15 |
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Keywords
- Dihydroacridine
- Fluorescence molecule
- MO calculation
- Nitroxide radical
ASJC Scopus subject areas
- Spectroscopy
- Analytical Chemistry
- Inorganic Chemistry
- Organic Chemistry
Cite this
Synthesis and physicochemical properties of methoxy-substituted diphenyldihydroacridine and its Si and Ge bridged analogues and corresponding nitroxide radical derivatives. / Suzuki, Ryota; Tada, Reiki; Miura, Youhei; Yoshioka, Naoki.
In: Journal of Molecular Structure, Vol. 1106, 15.02.2016, p. 399-406.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Synthesis and physicochemical properties of methoxy-substituted diphenyldihydroacridine and its Si and Ge bridged analogues and corresponding nitroxide radical derivatives
AU - Suzuki, Ryota
AU - Tada, Reiki
AU - Miura, Youhei
AU - Yoshioka, Naoki
PY - 2016/2/15
Y1 - 2016/2/15
N2 - Three dihydroacridine analogues, 2,7-dimethoxy-9,10-dihydro-9,9-diphenylacridine (1-C), 2,8-dimethoxy-10,10-diphenyl-5,10-dihydrophenazasiline (1-Si), and 2,8-dimethoxy-10,10-diphenyl-5,10-dihydrophenazagermine (1-Ge), and corresponding nitroxide radical derivatives, 2,7-dimethoxy-9,10-dihydro-9,9-diphenylacridine-10-oxyl (2-C), 2,8-dimethoxy-10,10-diphenyl-5,10-dihydrophenazasiline-5-oxyl (2-Si), and 2,8-dimethoxy-10,10-diphenyl-5,10-dihydrophenazagermine-5-oxyl (2-Ge) were synthesized in order to study the effect of the Si and Ge bridging atoms on the physicochemical properties of the diaryl nitroxide radical derivatives. These derivatives were stable in non-halogenated solvents and in the solid state. Their structures were crystallographically analyzed and UV-vis, fluorescence, EPR, and cyclic voltammetry measurements were performed to investigate the physicochemical properties of the dihydroacridine analogues and nitroxide radical derivatives.
AB - Three dihydroacridine analogues, 2,7-dimethoxy-9,10-dihydro-9,9-diphenylacridine (1-C), 2,8-dimethoxy-10,10-diphenyl-5,10-dihydrophenazasiline (1-Si), and 2,8-dimethoxy-10,10-diphenyl-5,10-dihydrophenazagermine (1-Ge), and corresponding nitroxide radical derivatives, 2,7-dimethoxy-9,10-dihydro-9,9-diphenylacridine-10-oxyl (2-C), 2,8-dimethoxy-10,10-diphenyl-5,10-dihydrophenazasiline-5-oxyl (2-Si), and 2,8-dimethoxy-10,10-diphenyl-5,10-dihydrophenazagermine-5-oxyl (2-Ge) were synthesized in order to study the effect of the Si and Ge bridging atoms on the physicochemical properties of the diaryl nitroxide radical derivatives. These derivatives were stable in non-halogenated solvents and in the solid state. Their structures were crystallographically analyzed and UV-vis, fluorescence, EPR, and cyclic voltammetry measurements were performed to investigate the physicochemical properties of the dihydroacridine analogues and nitroxide radical derivatives.
KW - Dihydroacridine
KW - Fluorescence molecule
KW - MO calculation
KW - Nitroxide radical
UR - http://www.scopus.com/inward/record.url?scp=84947277217&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=84947277217&partnerID=8YFLogxK
U2 - 10.1016/j.molstruc.2015.10.095
DO - 10.1016/j.molstruc.2015.10.095
M3 - Article
AN - SCOPUS:84947277217
VL - 1106
SP - 399
EP - 406
JO - Journal of Molecular Structure
JF - Journal of Molecular Structure
SN - 0022-2860
ER -