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Novel 2-alkoxy- and 2-alkylthio-substituted pyrimidines containing 2-(1-methyl-1H-pyrrol-2-yl)vinyl moieties: optical and electrochemical properties

Ekaterina Andreevna Komissarova
Maksim Victorovich Dmitriev 2
Maksim Victorovich Dmitriev
Ivan Gennad'evich Mokrushin 2
Ivan Gennad'evich Mokrushin
Aleksandr Nikolaevich Vasyanin 2
Aleksandr Nikolaevich Vasyanin
Igor Vladimirovich Lunegov 2
Igor Vladimirovich Lunegov
Elena Victorovna Shklyaeva 2
Elena Victorovna Shklyaeva
Georgii Georgievich Abashev 1, 2
Georgii Georgievich Abashev
Published 2018-12-28
CommunicationVolume 29, Issue 1, 47-49
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Komissarova E. A. et al. Novel 2-alkoxy- and 2-alkylthio-substituted pyrimidines containing 2-(1-methyl-1H-pyrrol-2-yl)vinyl moieties: optical and electrochemical properties // Mendeleev Communications. 2018. Vol. 29. No. 1. pp. 47-49.
GOST all authors (up to 50) Copy
Komissarova E. A., Dmitriev M. V., Mokrushin I. G., Vasyanin A. N., Lunegov I. V., Shklyaeva E. V., Abashev G. G. Novel 2-alkoxy- and 2-alkylthio-substituted pyrimidines containing 2-(1-methyl-1H-pyrrol-2-yl)vinyl moieties: optical and electrochemical properties // Mendeleev Communications. 2018. Vol. 29. No. 1. pp. 47-49.
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TY - JOUR
DO - 10.1016/j.mencom.2019.01.014
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2019.01.014
TI - Novel 2-alkoxy- and 2-alkylthio-substituted pyrimidines containing 2-(1-methyl-1H-pyrrol-2-yl)vinyl moieties: optical and electrochemical properties
T2 - Mendeleev Communications
AU - Komissarova, Ekaterina Andreevna
AU - Dmitriev, Maksim Victorovich
AU - Mokrushin, Ivan Gennad'evich
AU - Vasyanin, Aleksandr Nikolaevich
AU - Lunegov, Igor Vladimirovich
AU - Shklyaeva, Elena Victorovna
AU - Abashev, Georgii Georgievich
PY - 2018
DA - 2018/12/28
PB - Mendeleev Communications
SP - 47-49
IS - 1
VL - 29
ER -
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@article{2018_Komissarova,
author = {Ekaterina Andreevna Komissarova and Maksim Victorovich Dmitriev and Ivan Gennad'evich Mokrushin and Aleksandr Nikolaevich Vasyanin and Igor Vladimirovich Lunegov and Elena Victorovna Shklyaeva and Georgii Georgievich Abashev},
title = {Novel 2-alkoxy- and 2-alkylthio-substituted pyrimidines containing 2-(1-methyl-1H-pyrrol-2-yl)vinyl moieties: optical and electrochemical properties},
journal = {Mendeleev Communications},
year = {2018},
volume = {29},
publisher = {Mendeleev Communications},
month = {Dec},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2019.01.014},
number = {1},
pages = {47--49},
doi = {10.1016/j.mencom.2019.01.014}
}
MLA
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Komissarova, Ekaterina Andreevna, et al. “Novel 2-alkoxy- and 2-alkylthio-substituted pyrimidines containing 2-(1-methyl-1H-pyrrol-2-yl)vinyl moieties: optical and electrochemical properties.” Mendeleev Communications, vol. 29, no. 1, Dec. 2018, pp. 47-49. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2019.01.014.

Abstract

A series of novel Y-shaped dyes bearing the D–π–A–π–D fragment comprising central 2-alkoxy-or 2-alkylthio-substituted pyrimidine core and terminal 2-(1-methyl-1H-pyrrol-2-yl)vinyl moieties have been synthesized and studied as potential materials for the organic electronics. The obtained compounds demonstrated an efficient absorption at ∼410nm with the high molar absorption coefficient (29790–40620 dm3 mol−1 cm−1) and fluorescence emission at ∼480nm (ΦF ∼ 7.5–8.6%). Thin films of 2-ethyloxy- or 2-ethylthiopyrimidines exhibited the red-shifted photoluminescence (∼600nm).

References

3.
V-Shaped 4,6-Bis(arylvinyl)pyrimidine Oligomers: Synthesis and Optical Properties
Achelle S., Nouira I., Pfaffinger B., Ramondenc Y., Plé N., Rodríguez-López J.
Journal of Organic Chemistry, 2009
4.
B. Schmidt, D. Kieser, A. Boländer, J. Herms, R. Heyny-Von Haussen, J. Gu, US Patent 0287700 A1, 2013.
5.
Series of Carbazole–Pyrimidine Conjugates: Syntheses and Electronic, Photophysical, and Electrochemical Properties
6.
New V-shaped 2,4-di(hetero)arylpyrimidine push-pull systems: Synthesis, solvatochromism and sensitivity towards nitroaromatic compounds
Verbitskiy E.V., Dinastiya E.M., Baranova A.A., Khokhlov K.O., Chuvashov R.D., Yakovleva Y.A., Makarova N.I., Vetrova E.V., Metelitsa A.V., Slepukhin P.A., Rusinov G.L., Chupakhin O.N., Charushin V.N.
Dyes and Pigments, 2018
7.
Protonable pyrimidine derivative for white light emission
Achelle S., Rodríguez-López J., Cabon N., Guen F.R.
RSC Advances, 2015
9.
Nitrogen containing graphene-like structures from pyrolysis of pyrimidine polymers for polymer/graphene hybrid field effect transistors
Gunathilake S.S., Huang P., Bhatt M.P., Rainbolt E.A., Stefan M.C., Biewer M.C.
RSC Advances, 2014
10.
Influence of pyrimidine additives in electrolytic solution on dye-sensitized solar cell performance
Kusama H., Arakawa H.
Journal of Photochemistry and Photobiology A: Chemistry, 2003
11.
Synthesis, spectral and electrochemical properties of pyrimidine-containing dyes as photosensitizers for dye-sensitized solar cells
Verbitskiy E.V., Cheprakova E.M., Subbotina J.O., Schepochkin A.V., Slepukhin P.A., Rusinov G.L., Charushin V.N., Chupakhin O.N., Makarova N.I., Metelitsa A.V., Minkin V.I.
Dyes and Pigments, 2014
14.
Synthesis and characterization of new monomers and oligomers containing pyrimidine core
Abashev G., Sosnin E., Shklyaeva E., Ustalova T., Osorgina I., Romanova V.
physica status solidi (c), 2012
16.
Synthesis and study of 2-alkoxy(2-alkylsulfanyl)-4,6-distyrylpyrimidines containing a terminal carbazole group
Komissarova E.A., Lunegov I.V., Shklyaeva E.V., Abashev G.G.
Chemistry of Heterocyclic Compounds, 2016
17.
10.1016/j.mencom.2019.01.014_sbref0045e
Komissarova
Butlerovskie Soobshcheniya, 2015
18.
Azinium−(π-Bridge)−Pyrrole NLO-Phores:  Influence of Heterocycle Acceptors on Chromophoric and Self-Assembled Thin-Film Properties#
Facchetti A., Abbotto A., Beverina L., van der Boom M.E., Dutta P., Evmenenko G., Marks T.J., Pagani G.A.
Chemistry of Materials, 2002
19.
Improved Synthesis of 2,2‘-Bipyrimidine
Vlád G., Horváth I.T.
Journal of Organic Chemistry, 2002
20.
10.1016/j.mencom.2019.01.014_bib0060
Hunt
J. Chem. Soc., 1959
21.
T. Nagasawa, K. Kuroiwa, K. Narita, US Patent 3904612 A, 1972.
23.
K. Brunner, M.M. De Kok-Van Breemen, B.M.W. Langeveld, N.M.M. Kiggen, J.J. A.M. Bastiaansen, J.W. Hofstraat, H.F. Boerner, H.F.M. Schoo, US Patent 2006/0073357 A1, 2006.
24.
QUATERNARY AMMONIUM SALT-ASSISTED SYNTHESIS OF EXTENDED π-SYSTEMS FROM METHYLDIAZINES AND AROMATIC ALDEHYDES1
Vanden Eynde J.J., Pascal L., Van Haverbeke Y., Dubois P.
Synthetic Communications, 2001
25.
10.1016/j.mencom.2019.01.014_bib0085
Birks
Photophysics of Aromatic Molecules, 1970
26.
The mechanisms of pyrrole electropolymerization
Sabouraud G., Sadki S., Brodie N.
Chemical Society Reviews, 2000
27.
Mind the gap!
Bredas J.
Materials Horizons, 2014
28.
Efficient two layer leds on a polymer blend basis
Pommerehne J., Vestweber H., Guss W., Mahrt R.F., Bässler H., Porsch M., Daub J.
Advanced Materials, 1995
30.
General atomic and molecular electronic structure system
Schmidt M.W., Baldridge K.K., Boatz J.A., Elbert S.T., Gordon M.S., Jensen J.H., Koseki S., Matsunaga N., Nguyen K.A., Su S., Windus T.L., Dupuis M., Montgomery J.A.
Journal of Computational Chemistry, 1993