Journal of Fluorine Chemistry, volume 204, pages 31-36

Perfluorinated subphthalocynine analogues containing fused 1,2,5-thiadiazole fragments

Publication typeJournal Article
Publication date2017-12-01
Quartile SCImago
Q3
Quartile WOS
Q3
Impact factor1.9
ISSN00221139
Organic Chemistry
Biochemistry
Inorganic Chemistry
Physical and Theoretical Chemistry
Environmental Chemistry
Abstract
Abstract Two low-symmetry analogues of perfluorinated subphthalocyanine bearing 1,2,5-thiadiazole ring(s) instead one or two benzene rings were synthesized by cocyclotrimerization of tetrafluorophthalonitrile and 1,2,5-thiadiazolo-3,4-dicarbonitrile in the presence of dichlorophenylboron(III) in chlorobenzene. New subporphyrazines have being characterized by mass-spectrometry, NMR spectroscopy ( 1 H, 11 B, 19 F), electronic absorption and emission spectra. Reduction of the symmetry of the suborphyrazine π-chromophore lifts degeneracy of the LUMO and leads to a split Q-band in the visible region (∼540–550 and ∼570–580 nm). New absorption band due to charge transfer between the subporphyrazine core and fused π-electron deficient 1,2,5-thiadiazole rings appears at 390–420 nm.

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Hamdoush M. et al. Perfluorinated subphthalocynine analogues containing fused 1,2,5-thiadiazole fragments // Journal of Fluorine Chemistry. 2017. Vol. 204. pp. 31-36.
GOST all authors (up to 50) Copy
Hamdoush M., Skvortsov I. Yu., Mikhailov M. S., Pakhomov G., Stuzhin P. A. Perfluorinated subphthalocynine analogues containing fused 1,2,5-thiadiazole fragments // Journal of Fluorine Chemistry. 2017. Vol. 204. pp. 31-36.
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TY - JOUR
DO - 10.1016/j.jfluchem.2017.10.007
UR - https://doi.org/10.1016%2Fj.jfluchem.2017.10.007
TI - Perfluorinated subphthalocynine analogues containing fused 1,2,5-thiadiazole fragments
T2 - Journal of Fluorine Chemistry
AU - Mikhailov, Maksim S
AU - Stuzhin, Pavel A.
AU - Hamdoush, Mahmoud
AU - Skvortsov, Ivan Yu
AU - Pakhomov, G.L
PY - 2017
DA - 2017/12/01 00:00:00
PB - Elsevier
SP - 31-36
VL - 204
SN - 0022-1139
ER -
BibTex
Cite this
BibTex Copy
@article{2017_Hamdoush,
author = {Maksim S Mikhailov and Pavel A. Stuzhin and Mahmoud Hamdoush and Ivan Yu Skvortsov and G.L Pakhomov},
title = {Perfluorinated subphthalocynine analogues containing fused 1,2,5-thiadiazole fragments},
journal = {Journal of Fluorine Chemistry},
year = {2017},
volume = {204},
publisher = {Elsevier},
month = {dec},
url = {https://doi.org/10.1016%2Fj.jfluchem.2017.10.007},
pages = {31--36},
doi = {10.1016/j.jfluchem.2017.10.007}
}
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