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3,1,2,4-Benzothiaselenadiazine and related heterocycles: synthesis and transformation into Herz-type radicals

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Volkova Y. M. et al. 3,1,2,4-Benzothiaselenadiazine and related heterocycles: synthesis and transformation into Herz-type radicals // Mendeleev Communications. 2016. Vol. 27. No. 1. pp. 19-22.
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Volkova Y. M., Makarov A. Y., Zikirin S. B., Genaev A. M., Bagryanskaya I. Y., Zibarev A. V. 3,1,2,4-Benzothiaselenadiazine and related heterocycles: synthesis and transformation into Herz-type radicals // Mendeleev Communications. 2016. Vol. 27. No. 1. pp. 19-22.
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TY - JOUR
DO - 10.1016/j.mencom.2017.01.005
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2017.01.005
TI - 3,1,2,4-Benzothiaselenadiazine and related heterocycles: synthesis and transformation into Herz-type radicals
T2 - Mendeleev Communications
AU - Volkova, Yulia Mikhailovna
AU - Makarov, Alexander Yur'evich
AU - Zikirin, Samat Baurzhanovich
AU - Genaev, Alexander Mikhailovich
AU - Bagryanskaya, Irina Yur'evna
AU - Zibarev, Andrey Viktorovich
PY - 2016
DA - 2016/12/29
PB - Mendeleev Communications
SP - 19-22
IS - 1
VL - 27
ER -
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@article{2016_Volkova,
author = {Yulia Mikhailovna Volkova and Alexander Yur'evich Makarov and Samat Baurzhanovich Zikirin and Alexander Mikhailovich Genaev and Irina Yur'evna Bagryanskaya and Andrey Viktorovich Zibarev},
title = {3,1,2,4-Benzothiaselenadiazine and related heterocycles: synthesis and transformation into Herz-type radicals},
journal = {Mendeleev Communications},
year = {2016},
volume = {27},
publisher = {Mendeleev Communications},
month = {Dec},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2017.01.005},
number = {1},
pages = {19--22},
doi = {10.1016/j.mencom.2017.01.005}
}
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Volkova, Yulia Mikhailovna, et al. “3,1,2,4-Benzothiaselenadiazine and related heterocycles: synthesis and transformation into Herz-type radicals.” Mendeleev Communications, vol. 27, no. 1, Dec. 2016, pp. 19-22. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2017.01.005.

Abstract

The archetypal 3,1,2,4-benzothiaselenadiazine, its 5- and 8-Me3Si derivatives and related dithiadiazine and trithiadiazepine were synthesized from 2-Me3SiC6H4N=S=NSiMe3 by the action of SeCl2, SeCl4, SCl2, and S2Cl2 and converted into persistent 2,1,3-benzothiaselenazolyl and 1,2,3-benzodithiazolyl radicals characterized by EPR spectroscopy and DFT calculations.

References

1.
10.1016/j.mencom.2017.01.005_bib0005
Chivers
A Guide to Chalcogen-Nitrogen Chemistry, 2005
2.
A Brave New World: The Heteroatom Chemistry of 1,3,2,4‐Benzodithiadiazines and Related Compounds
Blockhuys F., Gritsan N.P., Makarov A.Y., Tersago K., Zibarev A.V.
European Journal of Inorganic Chemistry, 2008
4.
Substituted 1,3,2,4-benzodithiadiazines and related compounds
Bagryanskaya I.Y., Gatilov Y.V., Makarov A.Y., Maksimov A.M., Miller A.O., Shakirov M.M., Zibarev A.V.
Heteroatom Chemistry, 1999
5.
Substituted 1,3,2,4-benzodithiadiazines: Novel derivatives, by-products, and intermediates
Makarov A.Y., Bagryanskaya I.Y., Gatilov Y.V., Mikhalina T.V., Shakirov M.M., Shchegoleva L.N., Zibarev A.V.
Heteroatom Chemistry, 2001
6.
Makarov A.Y., Kim S.N., Gritsan N.P., Bagryanskaya I.Y., Gatilov Y.V., Zibarev A.V.
Mendeleev Communications, 2005
7.
Fluorinated 1,3λ4δ2,2,4-Benzodithiadiazines − A Synthetic, Structural and Theoretical Study
Makarov A., Bagryanskaya I., Blockhuys F., Alsenoy C., Gatilov Y., Knyazev V., Maksimov A., Mikhalina T., Platonov V., Shakirov M., Zibarev A.
European Journal of Inorganic Chemistry, 2002
8.
10.1016/j.mencom.2017.01.005_sbref0015a
Hicks
Stable Radicals. Fundamentals and Applied Aspects of Odd-Electron Compounds, 2010
9.
Thiazyl radicals: old materials for new molecular devices
Rawson J.M., Alberola A., Whalley A.
Journal of Materials Chemistry A, 2006
11.
Mayer R., Domschke G., Bleisch S., Fabian J., Bartl A., Staško A.
Collection of Czechoslovak Chemical Communications, 2011
12.
A New Approach to Chalcogen–Nitrogen π-Heterocyclic Radicals
Gritsan N.P., Makarov A.Y., Zibarev A.V.
Applied Magnetic Resonance, 2011
14.
Pulse EPR and ENDOR study of 1,2,3-benzodithiazolyl, 2,1,3-benzothiaselenazolyl and 1,2,3-benzodiselenazolyl radicals
Pivtsov A.V., Kulik L.V., Makarov A.Y., Blockhuys F.
Physical Chemistry Chemical Physics, 2011
15.
1,2,3-Benzodithiazolyl radicals formed by thermolysis and photolysis of 1,3,2,4-benzodithiadiazines
Vlasyuk I.V., Bagryansky V.A., Gritsan N.P., Molin Y.N., Yu. Makarov A., Gatilov Y.V., Shcherbukhin V.V., Zibarev A.V.
Physical Chemistry Chemical Physics, 2001
16.
Photochemistry of 1,3,2,4-benzodithiadiazines: formation and oxidation of 1,2,3-benzodithiazolyl radicals
Gritsan N.P., Kim S.N., Makarov A.Y., Chesnokov E.N., Zibarev A.V.
Photochemical and Photobiological Sciences, 2006
17.
A novel sulfur–nitrogen π-heterocyclic radical anion, (6H-1,2,3-benzodithiazol-6-ylidene)malononitrilidyl, and its homo- and heterospin salts
Makarov A.Y., Chulanova E.A., Semenov N.A., Pushkarevsky N.A., Lonchakov A.V., Bogomyakov A.S., Irtegova I.G., Vasilieva N.V., Lork E., Gritsan N.P., Konchenko S.N., Ovcharenko V.I., Zibarev A.V.
Polyhedron, 2014
18.
Chulanova E.A., Irtegova I.G., Vasilieva N.V., Bagryanskaya I.Y., Gritsan N.P., Zibarev A.V.
Mendeleev Communications, 2015
19.
Fused 1,2,3-dithiazoles: Convenient synthesis, structural characterization, and electrochemical properties
Konstantinova L., Baranovsky I., Irtegova I., Bagryanskaya I., Shundrin L., Zibarev A., Rakitin O.
Molecules, 2016
20.
Pressure dependence of the exchange anisotropy in an organic ferromagnet
Thirunavukkuarasu K., Winter S.M., Beedle C.C., Kovalev A.E., Oakley R.T., Hill S.
Physical Review B, 2015
21.
Magnetic Ordering and Anisotropy in Heavy Atom Radicals
Winter S.M., Hill S., Oakley R.T.
Journal of the American Chemical Society, 2015
22.
Spin-orbit effects in heavy-atom organic radical ferromagnets
Winter S.M., Oakley R.T., Kovalev A.E., Hill S.
Physical Review B, 2012
23.
Magnetic Anisotropy in a Heavy Atom Radical Ferromagnet
Winter S.M., Datta S., Hill S., Oakley R.T.
Journal of the American Chemical Society, 2011
24.
Heavy Atom Ferromagnets under Pressure: Structural Changes and the Magnetic Response
Mito M., Komorida Y., Tsuruda H., Tse J.S., Desgreniers S., Ohishi Y., Leitch A.A., Cvrkalj K., Robertson C.M., Oakley R.T.
Journal of the American Chemical Society, 2009
25.
Spin-canting in heavy atom heterocyclic radicals
Leitch A.A., Brusso J.L., Cvrkalj K., Reed R.W., Robertson C.M., Dube P.A., Oakley R.T.
Chemical Communications, 2007
26.
Interaction of 1,3,2,4-Benzodithiadiazines and Their 1-Se Congeners with Ph3P and Some Properties of the Iminophosphorane Products
Makarov A.Y., Zhivonitko V.V., Makarov A.G., Zikirin S.B., Bagryanskaya I.Y., Bagryansky V.A., Gatilov Y.V., Irtegova I.G., Shakirov M.M., Zibarev A.V.
Inorganic Chemistry, 2011
27.
5,6,7,8-Tetrafluoro-3λ4δ2,1,2,4-benzothiaselenadiazine, 5,6,7,8-Tetrafluoro-1,3λ4δ2,2,4-benzodithiadiazine, and Their Hydrocarbon Analogues:  Molecular and Crystal Structures
Makarov A.Y., Tersago K., Nivesanond K., Blockhuys F., Van Alsenoy C., Kovalev M.K., Bagryanskaya I.Y., Gatilov Y.V., Shakirov M.M., Zibarev A.V.
Inorganic Chemistry, 2006
28.
Migration of trimethylsilyl group in the reaction of sodium bis(trimethylsilyl)amide with bromobenzene
Lis A.V., Tsyrendorzhieva I.P., Albanov A.I., Rakhlin V.I., Voronkov M.G.
Russian Journal of Organic Chemistry, 2013
29.
1,2,4,3,5-Benzotrithiadiazepine and its unexpected hydrolysis to unusual 7H,14H-dibenzo[d,i][1,2,6,7,3,8]tetrathiadiazecine
Makarov A.Y., Shakirov M.M., Bagryanskaya I.Y., Gatilov Y.V., Zibarev A.V., Shuvaev K.V.
Chemical Communications, 2001
30.
Interaction of 1,3,2,4-Benzodithiadiazines with Aromatic Phosphines and Phosphites
Grayfer T.D., Makarov A.Y., Bagryanskaya I.Y., Irtegova I.G., Gatilov Y.V., Zibarev A.V.
Heteroatom Chemistry, 2014
32.
Crystal structure refinement withSHELXL
Sheldrick G.M.
Acta crystallographica. Section C, Structural chemistry, 2015
33.
A short history of SHELX
Sheldrick G.M.
Acta Crystallographica Section A Foundations of Crystallography, 2007
34.
Simulation of Multiple Isotropic Spin-Trap EPR Spectra
Duling D.R.
Journal of Magnetic Resonance Series B, 1994
35.
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