Journal of Fluorescence

, volume 25 , issue 3 , pages 763-775

Synthesis, photophysical and redox properties of the D-π-A type pyrimidine dyes bearing the 9-phenyl-9H-carbazole moiety

Egor V Verbitskiy ^{1, 2}

Aleksandr V Schepochkin ¹

Nadezhda I Makarova ³

Igor V Dorogan ³

Anatoly V Metelitsa ³

Vladimir I. Minkin ^{3, 4}

Sergey A Kozyukhin ⁵

Victor V Emets ⁶

Vitaly A Grindberg ⁶

Alexey I. Nemytov ^{1, 2}

Gennady L. Rusinov ^{1, 2}

Valery N. Charushin ^{1, 2}

Hide authors affiliations Show authors affiliations: 6 affiliations

I. Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences, Ekaterinburg, Russia |

Ural federal University, Ekaterinburg, Russia |

Institute of Physical and Organic Chemistry, Southern Federal University, Rostov on Don, Russia |

⁴

Southern Scientific Center of the Russian Academy of Sciences, Rostov on Don, Russia |

⁵

Kurnakov Institute of General and Inorganic Chemistry, RAS, Moscow, Russia |

⁶

Frumkin Institute of Physical Chemistry and Electrochemistry, RAS, Moscow, Russia |

Publication type: Journal Article

Publication date: 2015-03-31

Springer Nature

Journal of Fluorescence

scimago Q3

wos Q2

SJR: 0.422

CiteScore: 5.3

Impact factor: 3.1

ISSN: 10530509, 15734994

DOI: 10.1007/s10895-015-1565-6

Copy DOI

PubMed ID: 25822191

Biochemistry

Spectroscopy

Clinical Biochemistry

Law

Sociology and Political Science

Social Sciences (miscellaneous)

Clinical Psychology

Abstract

Novel donor-π-acceptor dyes bearing the pyrimidine unit as an electron-withdrawing group have been synthesized by using combination of two processes, based on the microwave-assisted Suzuki cross-coupling reaction and nucleophilic aromatic substitution of hydrogen. Spectral properties of the obtained dyes in six aprotic solvents of various polarities have been studied by ultraviolet–visible and fluorescence spectroscopy. In contrast to the absorption spectra, fluorescence emission spectra displayed a strong dependence from their solvent polarities. The nature of the observed long wavelength maxima has been elucidated by means of quantum chemical calculations. The electrochemical properties of these dyes have been investigated by using cyclic voltammetry, while their photovoltaic performance was evaluated by a device fabrication study. The experimental and calculation data show that all of the dyes can be regarded as potentially good photosensitizers for dye-sensitized solar cells.

Found

4 citations

Dinastiya Ekaterina

29 publications, 585 citations, 33 reviews

h-index: 15

Postovsky Institute of Organic Synthesis of the Ural Branch of the Russian Academy of Sciences

Saint Petersburg State University

1 citation

Fershtat Leonid

DSc in Chemistry

146 publications, 2 980 citations, 121 reviews

h-index: 29

N.D. Zelinsky Institute of Organic Chemistry of the Russian Academy of Sciences

1 citation

Borshchev Oleg

🥼 🤝

DSc in Chemistry

109 publications, 1 945 citations

h-index: 26

Enikolopov Institute of Synthetic Polymeric Materials of the Russian Academy of Sciences

Research interests

High molecular weight compounds

Luminescence

Luminescent materials

Nanophotonics

Organic Electronics

Organic semiconductors

Organometallic Chemistry

Organometallic synthesis

Particle detectors

1 citation

Danilkina Natalia

44 publications, 625 citations

h-index: 14

Saint Petersburg State University

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Bioorganic chemistry

Click chemistry

Heterocyclic compounds

Medicinal Chemistry

Organic Chemistry

1 citation

Osipov Sergey

DSc in Chemistry

138 publications, 2 739 citations, 3 reviews

h-index: 29

A.N.Nesmeyanov Institute of Organoelement Compounds of the Russian Academy of Sciences

1 citation

Gazizov Almir

🥼

DSc in Chemistry

157 publications, 889 citations, 23 reviews

h-index: 14

A.E. Arbuzov Institute of Organic and Physical Chemistry of the Kazan Scientific Center of the Russian Academy of Sciences

Research interests

Heterocyclic compounds

Organic Chemistry

Organophosphorus chemistry

1 citation

Karasik Andrey

DSc in Chemistry, professor, associate member of the Russian Academy of Sciences

224 publications, 2 599 citations

h-index: 26

A.E. Arbuzov Institute of Organic and Physical Chemistry of the Kazan Scientific Center of the Russian Academy of Sciences

Research interests

Coordination Chemistry

Luminescence

Phosphorus ligands

1 citation

Dotsenko Viktor

DSc in Chemistry, professor

244 publications, 2 741 citations, 2 reviews

h-index: 22

North Caucasus Federal University

Kuban State University

Research interests

Active methylene compounds

Biological activity

Heterocyclic compounds

Malononitrile

Selenoamides

Thioamides

1 citation

Zagidullin Almaz

🥼 🤝

PhD in Chemistry

81 publications, 884 citations

h-index: 17

A.E. Arbuzov Institute of Organic and Physical Chemistry of the Kazan Scientific Center of the Russian Academy of Sciences

Research interests

Asymmetric metal complex catalysis

Chemistry of organic and organoelement compounds; chemistry of polymers; production of materials

Coordination chemistry of phosphorus

Organoelement chemistry

Organophosphorus chemistry

Synthesis of chiral phosphorus-containing ligands

1 citation

Steparuk A

26 publications, 214 citations

h-index: 8

Postovsky Institute of Organic Synthesis of the Ural Branch of the Russian Academy of Sciences

1 citation

Aksenov Aleksandr

🥼 🤝

DSc in Chemistry, professor

243 publications, 2 187 citations, 15 reviews

h-index: 24

North Caucasus Federal University

Research interests

Medicinal Chemistry

Organic Chemistry

1 citation

Sosnovskikh Vyacheslav

DSc in Chemistry, professor

355 publications, 4 721 citations

h-index: 30

Ural Federal University

1 citation

Ilkin Vladimir

PhD in Chemistry

16 publications, 187 citations

h-index: 7

Ural Federal University

Research interests

Catalysis

Heterocyclic compounds

Organic Chemistry

Synthetic Organic Chemistry

1 citation

Krylov Igor

PhD in Chemistry

78 publications, 1 885 citations, 18 reviews

h-index: 25

N.D. Zelinsky Institute of Organic Chemistry of the Russian Academy of Sciences

Research interests

Green chemistry

Organic Chemistry

Organic electrochemistry

Organic synthesis

Photochemistry

Plant protection

1 citation

Varaksin Mikhail

DSc in Chemistry

77 publications, 807 citations, 12 reviews

h-index: 18

Postovsky Institute of Organic Synthesis of the Ural Branch of the Russian Academy of Sciences

Ural Federal University

1 citation

Tikhomirov Alexander

🥼 🤝

DSc in Chemistry, associate professor

59 publications, 920 citations

h-index: 17

Mendeleev University of Chemical Technology of Russia

Gause Institute of New Antibiotics

Research interests

Medicinal Chemistry

1 citation

Ivanov Andrey

54 publications, 534 citations

h-index: 12

A.E. Favorsky Irkutsk Institute of Chemistry of the Siberian Branch of the Russian Academy of Sciences

1 citation

Buev Evgeny

PhD in Chemistry

31 publications, 346 citations, 2 reviews

h-index: 9

Ural Federal University

Research interests

Chemistry of nitrogen-containing heterocycles

Organic Chemistry

Organic synthesis

1 citation

F. Ekaterina

50 publications, 423 citations

h-index: 13

Postovsky Institute of Organic Synthesis of the Ural Branch of the Russian Academy of Sciences

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GOST |

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GOST Copy

Verbitskiy E. V. et al. Synthesis, photophysical and redox properties of the D-π-A type pyrimidine dyes bearing the 9-phenyl-9H-carbazole moiety // Journal of Fluorescence. 2015. Vol. 25. No. 3. pp. 763-775.

GOST all authors (up to 50) Copy

Verbitskiy E. V., Schepochkin A. V., Makarova N. I., Dorogan I. V., Metelitsa A. V., Minkin V. I., Kozyukhin S. A., Emets V. V., Grindberg V. A., Nemytov A. I., Rusinov G. L., Charushin V. N. Synthesis, photophysical and redox properties of the D-π-A type pyrimidine dyes bearing the 9-phenyl-9H-carbazole moiety // Journal of Fluorescence. 2015. Vol. 25. No. 3. pp. 763-775.

RIS |

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RIS Copy

TY - JOUR

DO - 10.1007/s10895-015-1565-6

UR - https://doi.org/10.1007/s10895-015-1565-6

TI - Synthesis, photophysical and redox properties of the D-π-A type pyrimidine dyes bearing the 9-phenyl-9H-carbazole moiety

T2 - Journal of Fluorescence

AU - Verbitskiy, Egor V

AU - Schepochkin, Aleksandr V

AU - Makarova, Nadezhda I

AU - Dorogan, Igor V

AU - Metelitsa, Anatoly V

AU - Minkin, Vladimir I.

AU - Kozyukhin, Sergey A

AU - Emets, Victor V

AU - Grindberg, Vitaly A

AU - Nemytov, Alexey I.

AU - Rusinov, Gennady L.

AU - Charushin, Valery N.

PY - 2015

DA - 2015/03/31

PB - Springer Nature

SP - 763-775

IS - 3

VL - 25

PMID - 25822191

SN - 1053-0509

SN - 1573-4994

ER -

BibTex |

Cite this

BibTex (up to 50 authors) Copy

@article{2015_Verbitskiy,

author = {Egor V Verbitskiy and Aleksandr V Schepochkin and Nadezhda I Makarova and Igor V Dorogan and Anatoly V Metelitsa and Vladimir I. Minkin and Sergey A Kozyukhin and Victor V Emets and Vitaly A Grindberg and Alexey I. Nemytov and Gennady L. Rusinov and Valery N. Charushin},

title = {Synthesis, photophysical and redox properties of the D-π-A type pyrimidine dyes bearing the 9-phenyl-9H-carbazole moiety},

journal = {Journal of Fluorescence},

year = {2015},

volume = {25},

publisher = {Springer Nature},

month = {mar},

url = {https://doi.org/10.1007/s10895-015-1565-6},

number = {3},

pages = {763--775},

doi = {10.1007/s10895-015-1565-6}

}

MLA

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MLA Copy

Verbitskiy, Egor V., et al. “Synthesis, photophysical and redox properties of the D-π-A type pyrimidine dyes bearing the 9-phenyl-9H-carbazole moiety.” Journal of Fluorescence, vol. 25, no. 3, Mar. 2015, pp. 763-775. https://doi.org/10.1007/s10895-015-1565-6.

Publisher

Springer Nature

Journal

Journal of Fluorescence

scimago Q3

wos Q2

SJR

0.422

CiteScore

5.3

Impact factor

3.1

ISSN

10530509 (Print)

15734994 (Electronic)

Labs

Colour Centre IGIС RAS

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