Design, synthesis and isolation of a new 1,2,5-selenadiazolidyl and structural and magnetic characterization of its alkali-metal salts
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N.N. Vorozhtsov Novosibirsk Institute of Organic Chemistry
of Siberian Branch of Russian Academy of Sciences

10.1039/C9NJ04069B

Selenium & Tellurium chemistry at the beginning of the 3rd millennium: a celebration of ICCST


The paper of NIOCh's researchers is published in the journal  New Journal of Chemistry, 2019, Vol. 43, N 41, Pp. 16331-16-337,  (IF 3,069

Design, synthesis and isolation of a new 1,2,5-selenadiazolidyl and structural and magnetic characterization of its alkali-metal salts

Nikolay A. Semenov, Ekaterina A. Radiush, Elena A. Chulanova, Alexandra M. Z. Slawin, J. Derek Woollins, Evgeny M. Kadilenko, Irina Yu. Bagryanskaya, Irina G. Irtegova, Artem S. Bogomyakov, Leonid A. Shundrin, Nina P. Gritsan and Andrey V. Zibarev

New Journal of Chemistry, 2019,43, 16331-16337

First published: 12 Sptember 2019


doi: 10.1039/C9NJ04069B

2019_NJC_41_Semenov

 

Abstract

5,6-Dicyano[1,2,5]selenadiazolo[3,4-b]pyrazine 1 was synthesized and electrochemically and chemically reduced into its radical anion [1]˙−, which was characterized by EPR spectroscopy and DFT calculations, and isolated in the form of homospin salts [K(18-crown-6)]+[1]˙− (2) and [Na(18-crown-6)]+[1]˙− (3). The crystal structure of 2 revealed π-dimers of [1]˙− featuring a shortened interplanar separation of 3.18 Å, and that of 3 showed chains of alternating cations and anions. DFT and CASSCF calculations on the π-dimers of [1]˙− suggest a closed-shell singlet ground state with a noticeable contribution of diradical character. According to EPR and SQUID magnetometry, salt 2 is diamagnetic in the range of 2–300 K, whereas salt 3 is paramagnetic and reveals weak antiferromagnetic exchange interactions.

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