Heteroacenes Bearing the Pyrimidine Scaffold: Synthesis, Photophysical and Electrochemical Properties
Egor V. Verbitskiy
1, 2
,
Ekaterina M Cheprakova
1, 2
,
N. I. Makarova
3
,
Igor V. Dorogan
3
,
V. I. Minkin
4, 5
,
Pavel A. Slepukhin
1, 2
,
Tatyana S Svalova
2
,
Alla Ivanova
2
,
Alisa N. Kozitsina
2
,
Gennady L. Rusinov
1, 2
,
O. N. Chupakhin
1, 2
,
Valery Charushin
1, 2
Publication type: Journal Article
Publication date: 2016-02-08
scimago Q2
wos Q2
SJR: 0.558
CiteScore: 4.3
Impact factor: 2.7
ISSN: 1434193X, 10990690
Organic Chemistry
Physical and Theoretical Chemistry
Abstract
A convenient synthetic route to novel 7-substituted benzo[f]thieno[3,2-h]quinazoline and 8-substituted benzo[g,h]dithieno[2,3-e:3′,2′-j]perimidine systems, bearing the fused pyrimidine ring, has been advanced. A commercially available 5-bromopyrimidine was used as the starting material to obtain various polycyclic systems through the sequence of nucleophilic aromatic substitution of hydrogen (the SNH reaction), Suzuki cross-coupling and oxidative photocyclization. Evidence for the structure of benzo[g,h]dithieno[2,3-e:3′,2′-j]perimidines has been obtained by X-ray crystallographic analysis. Molecular orbital calculations (DFT), as well as redox and optical measurements for all new compounds have been performed. The data show that the reported polycyclic systems have potential for use in organic electronic applications.
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16
Total citations:
16
Citations from 2024:
3
(18.75%)
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GOST
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Verbitskiy E. V. et al. Heteroacenes Bearing the Pyrimidine Scaffold: Synthesis, Photophysical and Electrochemical Properties // European Journal of Organic Chemistry. 2016. Vol. 2016. No. 7. pp. 1420-1428.
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Verbitskiy E. V., Cheprakova E. M., Makarova N. I., Dorogan I. V., Metelitsa A. V., Minkin V. I., Slepukhin P. A., Svalova T. S., Ivanova A., Kozitsina A. N., Rusinov G. L., Chupakhin O. N., Charushin V. Heteroacenes Bearing the Pyrimidine Scaffold: Synthesis, Photophysical and Electrochemical Properties // European Journal of Organic Chemistry. 2016. Vol. 2016. No. 7. pp. 1420-1428.
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RIS
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TY - JOUR
DO - 10.1002/ejoc.201501450
UR - https://doi.org/10.1002/ejoc.201501450
TI - Heteroacenes Bearing the Pyrimidine Scaffold: Synthesis, Photophysical and Electrochemical Properties
T2 - European Journal of Organic Chemistry
AU - Verbitskiy, Egor V.
AU - Cheprakova, Ekaterina M
AU - Makarova, N. I.
AU - Dorogan, Igor V.
AU - Metelitsa, Anatoly V.
AU - Minkin, V. I.
AU - Slepukhin, Pavel A.
AU - Svalova, Tatyana S
AU - Ivanova, Alla
AU - Kozitsina, Alisa N.
AU - Rusinov, Gennady L.
AU - Chupakhin, O. N.
AU - Charushin, Valery
PY - 2016
DA - 2016/02/08
PB - Wiley
SP - 1420-1428
IS - 7
VL - 2016
SN - 1434-193X
SN - 1099-0690
ER -
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BibTex (up to 50 authors)
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@article{2016_Verbitskiy,
author = {Egor V. Verbitskiy and Ekaterina M Cheprakova and N. I. Makarova and Igor V. Dorogan and Anatoly V. Metelitsa and V. I. Minkin and Pavel A. Slepukhin and Tatyana S Svalova and Alla Ivanova and Alisa N. Kozitsina and Gennady L. Rusinov and O. N. Chupakhin and Valery Charushin},
title = {Heteroacenes Bearing the Pyrimidine Scaffold: Synthesis, Photophysical and Electrochemical Properties},
journal = {European Journal of Organic Chemistry},
year = {2016},
volume = {2016},
publisher = {Wiley},
month = {feb},
url = {https://doi.org/10.1002/ejoc.201501450},
number = {7},
pages = {1420--1428},
doi = {10.1002/ejoc.201501450}
}
Cite this
MLA
Copy
Verbitskiy, Egor V., et al. “Heteroacenes Bearing the Pyrimidine Scaffold: Synthesis, Photophysical and Electrochemical Properties.” European Journal of Organic Chemistry, vol. 2016, no. 7, Feb. 2016, pp. 1420-1428. https://doi.org/10.1002/ejoc.201501450.
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