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Title: 1,2,5-Selenadiazolo[3,4-b]pyrazines : synthesis from 3,4-Diamino-1,2,5-selenadiazole and Generation of Persistent Radical Anions
Keywords: Synthesis;[1,2,5]selenadiazolo[3,4-b]pyrazines;α- diketones;3,4-diamino-1,2,5-selenadiazole;Cyclic voltammetry;EPR spectroscopy;DFT calculations;X-ray diffraction;QD Chemistry;QD
Issue Date: Sep-2015
Description: The authors acknowledge financial support from the Russian Foundation for Basic Research (Project 13-03-00072), the Presidium of the Russian Academy of Sciences (Programme No.8, Project 8.14) and the Leverhulme Trust (Project IN-2012-094). I.G.I, N.V.V., E.A.C. and A.V.Z. are grateful to the Ministry of Education and Science of the Russian Federation (Project of Joint Laboratories of Siberian Branch of the Russian Academy of Sciences and National Research Universities), and E.A.C. to the BP Company for postgraduate scholarship.;Synthesis of 3,4-disubstituted and fused 1,2,5-selenadiazolo[3,4-b]pyrazines via previously unknown 3,4-diamino-1,2,5-selenadiazole has been achieved in moderate to high yields. The compounds synthesized were characterized by elemental analysis, MS and multinuclear (1H, 13C and 77Se) NMR, and the structures of 3,4-diamino-1,2,5-selenadiazole, 5,6-dimethyl[1,2,5]selenadiazolo[3,4-b]pyrazine and 5-phenyl[1,2,5]selenadiazolo[3,4-b]pyrazine were confirmed by X-ray diffraction. Electrochemical reduction of 5,6-R2-1,2,5-selenadiazolo[3,4-b]pyrazines (R = Me, Ph) into persistent radical anions (RAs) was studied by cyclic voltammetry and the RAs were characterized by EPR spectroscopy combined with DFT calculations;Postprint;Postprint;Peer reviewed
Other Identifiers: Konstantinova , L S , Bobkova , I E , Nelyubina , Y V , Chulanova , E A , Irtegova , I G , Vasilieva , N V , Sanz Camacho , P , Ashbrook , S E M , Hua , G , Slawin , A M Z , Woollins , J D , Zibarev , A V & Rakitin , O A 2015 , ' 1,2,5-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 , pp. 5585-5593 . DOI: 10.1002/ejoc.201500742
PURE: 200610552
PURE UUID: 43566c54-c4c9-4dcf-b7ba-110c3f67fc45
Type Of Material: OTHER
Appears in Collections:Chemistry (School of)

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