[1,2,5]Thiadiazolo[3,4-c][1,2,5]thiadiazolidyl: A long-lived radical anion and its stable salts

[1,2,5]Thiadiazolo[3,4-c][1,2,5]thiadiazolidyl: A long-lived radical anion and its stable salts Full article

Journal

Inorganic Chemistry
ISSN: 0020-1669

Output data

Year: 2005, Volume: 44, Number: 20, Pages: 7194-7199 Pages count : 6 DOI: 10.1021/ic050583j

Authors

Makarov A.Yu. , Irtegova I.G. , Vasilieva N.V. , Bagryanskaya I.Yu. , Borrmann T. , Gatilov Y.V. , Lork E. , Mews R. , Stohrer W.-D. , Zibarev A.V.

Affiliations

1	(Scopus) Institute for Inorganic and Physical Chemistry, University of Bremen, 28334 Bremen, Germany
2	(Scopus) Institute for Organic Chemistry, University of Bremen, 28334 Bremen, Germany
3	(Scopus) Institute of Organic Chemistry, Russian Academy of Sciences, 630090 Novosibirsk, Russian Federation
4	(Scopus) Department of Physics, Novosibirsk State University, 630090 Novosibirsk, Russian Federation

[1,2,5]Thiadiazolo[3,4-c][1,2,5]thiadiazole (1) is synthesized in 62% yield by fluoride ion-induced condensation of 3,4-difluoro-1,2,5-thiadiazole with (MB3SiN=)2S. The reversible electrochemical reduction of 1 leads to the long-lived [1,2,5]thiadiazolo[3,4-c][1,2,5]thiadiazolidyl radical anion (2) and further to the dianion (3). The radical anion 2 is also obtained by the chemical reduction of the precursor 1 with t-BuOK in MeCN. The radical anion 2 is characterized by ESR spectroscopy in solution and in the crystalline state. The stable salts [K(18-crown-6)][2] and [K(18-crown-6)][2]·MeCN (8 and 9, respectively) are isolated from the spontaneous decomposition of the [K(18-crown-6)][PhXNSN] (6, X = S; 7, X = Se) salts in MeCN solution followed by XRD characterization. The radical anion 2 acts as a bridging ligand in 8 and as chelating ligand in 9. The structural changes observed by XRD in going from 1 to 2 are explained by means of DFT/(U)B3LYP/6-311+G* calculations. © 2005 American Chemical Society.

Makarov A.Y. , Irtegova I.G. , Vasilieva N.V. , Bagryanskaya I.Y. , Borrmann T. , Gatilov Y.V. , Lork E. , Mews R. , Stohrer W.-D. , Zibarev A.V.
[1,2,5]Thiadiazolo[3,4-c][1,2,5]thiadiazolidyl: A long-lived radical anion and its stable salts
Inorganic Chemistry. 2005. V.44. N20. P.7194-7199. DOI: 10.1021/ic050583j WOS Scopus РИНЦ

Published print:

Oct 1, 2005

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