volume 24 issue 49 pages 12983-12991

Donor-Acceptor Complexes between 1,2,5-Chalcogenadiazoles (Te, Se, S) and the Pseudohalides CN− and XCN− (X=O, S, Se, Te)

Nikolay Semenov 1
Dmitry Gorbunov 2, 3
Margarita V Shakhova 2, 3
Valery V Korolev 2
N.P Gritsan 2, 3
Publication typeJournal Article
Publication date2018-07-27
scimago Q1
wos Q2
SJR0.981
CiteScore6.7
Impact factor3.7
ISSN09476539, 15213765
General Chemistry
Catalysis
Organic Chemistry
Abstract
Donor-acceptor (D-A) complexes between 3,4-dicyano-1,2,5-chalcogenadiazoles [chalcogen=Te (1 a), Se (1 b), S (1 c)] and the pseudohalides CN- and XCN- (X=O, S, Se, Te) were studied experimentally and theoretically. For 1 a, they were isolated as [K(18-crown-6)][1 a-CN] (2), [K(18-crown-6)][1 a-NCO] (3), [K(18-crown-6)][1 a-SCN] (4), [K(18-crown-6)][1 a-SeCN] (5), and [K][1 a-NCSe] (6) and characterized by X-ray diffraction (XRD), UV/Vis and NMR spectroscopy, and DFT and QTAIM calculations. For 1 b and 1 c, the complexes were not isolated due to unfavorable thermodynamics. In all isolated complexes, the D-A bonds, stabilized by negative hyperconjugation, were longer than the sum of the covalent radii and shorter than the sum of the van der Waals radii of the bonded atoms. In mixtures of 1 a, F- , and SeCN- , the complex [1 a-F]- was selectively formed in accordance with thermodynamics. The reaction of 1 a with SeCN- and the cyclic trimeric perfluoro-ortho-phenylene mercury afforded the complex [K(18-crown-6)][SCN]⋅(o-C6 F4 Hg)3 , which was characterized by XRD.
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Semenov N. et al. Donor-Acceptor Complexes between 1,2,5-Chalcogenadiazoles (Te, Se, S) and the Pseudohalides CN− and XCN− (X=O, S, Se, Te) // Chemistry - A European Journal. 2018. Vol. 24. No. 49. pp. 12983-12991.
GOST all authors (up to 50) Copy
Semenov N., Gorbunov D., Shakhova M. V., Salnikov G. E., Bagryanskaya I. Y., Korolev V. V., Beckmann J., Gritsan N., Zibarev A. V. Donor-Acceptor Complexes between 1,2,5-Chalcogenadiazoles (Te, Se, S) and the Pseudohalides CN− and XCN− (X=O, S, Se, Te) // Chemistry - A European Journal. 2018. Vol. 24. No. 49. pp. 12983-12991.
RIS |
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RIS Copy
TY - JOUR
DO - 10.1002/chem.201802257
UR - https://doi.org/10.1002/chem.201802257
TI - Donor-Acceptor Complexes between 1,2,5-Chalcogenadiazoles (Te, Se, S) and the Pseudohalides CN− and XCN− (X=O, S, Se, Te)
T2 - Chemistry - A European Journal
AU - Semenov, Nikolay
AU - Gorbunov, Dmitry
AU - Shakhova, Margarita V
AU - Salnikov, Georgi E
AU - Bagryanskaya, Irina Yu.
AU - Korolev, Valery V
AU - Beckmann, Jens
AU - Gritsan, N.P
AU - Zibarev, Andrey V.
PY - 2018
DA - 2018/07/27
PB - Wiley
SP - 12983-12991
IS - 49
VL - 24
PMID - 29882626
SN - 0947-6539
SN - 1521-3765
ER -
BibTex |
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BibTex (up to 50 authors) Copy
@article{2018_Semenov,
author = {Nikolay Semenov and Dmitry Gorbunov and Margarita V Shakhova and Georgi E Salnikov and Irina Yu. Bagryanskaya and Valery V Korolev and Jens Beckmann and N.P Gritsan and Andrey V. Zibarev},
title = {Donor-Acceptor Complexes between 1,2,5-Chalcogenadiazoles (Te, Se, S) and the Pseudohalides CN− and XCN− (X=O, S, Se, Te)},
journal = {Chemistry - A European Journal},
year = {2018},
volume = {24},
publisher = {Wiley},
month = {jul},
url = {https://doi.org/10.1002/chem.201802257},
number = {49},
pages = {12983--12991},
doi = {10.1002/chem.201802257}
}
MLA
Cite this
MLA Copy
Semenov, Nikolay, et al. “Donor-Acceptor Complexes between 1,2,5-Chalcogenadiazoles (Te, Se, S) and the Pseudohalides CN− and XCN− (X=O, S, Se, Te).” Chemistry - A European Journal, vol. 24, no. 49, Jul. 2018, pp. 12983-12991. https://doi.org/10.1002/chem.201802257.