Selenadiazolo[3,4-b]pyrazines: Synthesis from 3,4-Diamino-1,2,5-selenadiazole and Generation of Persistent Radical Anions
Irina E Bobkova
1
,
Elena A Chulanova
3, 4
,
Irina G Irtegova
3, 4
,
Nadezhda V Vasilieva
5
,
Paula Sanz Camacho
6
,
Sharon E. Ashbrook
6
,
Guoxiong Hua
6
,
Andrey V. Zibarev
4, 7, 8
,
Publication type: Journal Article
Publication date: 2015-07-23
scimago Q2
wos Q2
SJR: 0.558
CiteScore: 4.3
Impact factor: 2.7
ISSN: 1434193X, 10990690
Organic Chemistry
Physical and Theoretical Chemistry
Abstract
Previously unknown 3,4‐diamino‐1,2,5‐selenadiazole (6) was prepared by hydrolysis of [1,2,5]selenadiazolo[3,4‐c][1,2,5]selenadiazole (7b) and used in synthesis of novel 1,2,5‐selenadiazolo[3,4‐b]pyrazines by the Koerner–Hinsberg reaction covering the parent compound 4 and its substituted derivatives 5a–g. The compounds synthesized were characterized by solution and solid‐state 77Se NMR, and 6, 5‐Ph and 5,6‐Me2[1,2,5]selenadiazolo[3,4‐b]pyrazines (5a, g, respectively) by X‐ray diffraction. Electrochemical reduction of 5,6‐R2[1,2,5]selenadiazolo[3,4‐b]pyrazines 5c, g (R = Ph, Me) into novel persistent radical anions (RAs) was studied by cyclic voltammetry and the RAs [5c]– and [5g]– were characterized by EPR spectroscopy combined with DFT calculations.
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26
Total citations:
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Citations from 2024:
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(30.77%)
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Konstantinova L. S. et al. Selenadiazolo[3,4-b]pyrazines: Synthesis from 3,4-Diamino-1,2,5-selenadiazole and Generation of Persistent Radical Anions // European Journal of Organic Chemistry. 2015. Vol. 2015. No. 25. pp. 5585-5593.
GOST all authors (up to 50)
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Konstantinova L. S., Bobkova I. E., Nelyubina Y. V., Chulanova E. A., Irtegova I. G., Vasilieva N. V., Camacho P. S., Ashbrook S. E., Hua G., Slawin A. M. Z., Woollins J. D., Zibarev A. V., Rakitin O. A. Selenadiazolo[3,4-b]pyrazines: Synthesis from 3,4-Diamino-1,2,5-selenadiazole and Generation of Persistent Radical Anions // European Journal of Organic Chemistry. 2015. Vol. 2015. No. 25. pp. 5585-5593.
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TY - JOUR
DO - 10.1002/ejoc.201500742
UR - https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/ejoc.201500742
TI - Selenadiazolo[3,4-b]pyrazines: Synthesis from 3,4-Diamino-1,2,5-selenadiazole and Generation of Persistent Radical Anions
T2 - European Journal of Organic Chemistry
AU - Konstantinova, Lidia S.
AU - Bobkova, Irina E
AU - Nelyubina, Yulia V.
AU - Chulanova, Elena A
AU - Irtegova, Irina G
AU - Vasilieva, Nadezhda V
AU - Camacho, Paula Sanz
AU - Ashbrook, Sharon E.
AU - Hua, Guoxiong
AU - Slawin, Alexandra M. Z.
AU - Woollins, J. Derek
AU - Zibarev, Andrey V.
AU - Rakitin, Oleg A.
PY - 2015
DA - 2015/07/23
PB - Wiley
SP - 5585-5593
IS - 25
VL - 2015
SN - 1434-193X
SN - 1099-0690
ER -
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BibTex (up to 50 authors)
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@article{2015_Konstantinova,
author = {Lidia S. Konstantinova and Irina E Bobkova and Yulia V. Nelyubina and Elena A Chulanova and Irina G Irtegova and Nadezhda V Vasilieva and Paula Sanz Camacho and Sharon E. Ashbrook and Guoxiong Hua and Alexandra M. Z. Slawin and J. Derek Woollins and Andrey V. Zibarev and Oleg A. Rakitin},
title = {Selenadiazolo[3,4-b]pyrazines: Synthesis from 3,4-Diamino-1,2,5-selenadiazole and Generation of Persistent Radical Anions},
journal = {European Journal of Organic Chemistry},
year = {2015},
volume = {2015},
publisher = {Wiley},
month = {jul},
url = {https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/ejoc.201500742},
number = {25},
pages = {5585--5593},
doi = {10.1002/ejoc.201500742}
}
Cite this
MLA
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Konstantinova, Lidia S., et al. “Selenadiazolo[3,4-b]pyrazines: Synthesis from 3,4-Diamino-1,2,5-selenadiazole and Generation of Persistent Radical Anions.” European Journal of Organic Chemistry, vol. 2015, no. 25, Jul. 2015, pp. 5585-5593. https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/ejoc.201500742.