Oxidative addition of 3,6-di-tert-butyl-o-benzoquinone and 4,6-di-tert-butyl-N-(2,6-di-iso-propylphenyl)-o-iminobenzoquinone to SnCl2 |
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| Authors: | Aryna V Lado Alexander V Piskunov Georgy K Fukin Vladimir N Ikorskii Vladimir K Cherkasov |
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| Institution: | a G.A. Razuvaev Institute of Organometallic Chemistry, Russian Academy of Sciences, Laboratory of the Chemistry of Organoelemental Compounds, 49 Tropinina Street, 603950 Nizhny Novgorod, Russia
b International Tomography Centre SD Russian Academy of Sciences, 3a Institutskaya Street, 630090 Novosibirsk, Russia |
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| Abstract: | Addition of 3,6-di-tert-butyl-o-benzoquinone (3,6-DBBQ) to SnCl2 in THF leads to the oxidation of Sn(II) to Sn(IV) with formation of catecholate complex (3,6-DBCat)SnCl2 · 2THF (1), where 3,6-DBCat is 3,6-di-tert-butyl-catecholate dianion. The reaction of 4,6-di-tert-butyl-N-(2,6-di-iso-propylphenyl)-o-iminobenzoquinone (IBQ-Pri) also proceeds on the oxidative-addition mechanism yielding bis-iminosemiquinonato species (ISQ-Pri)2SnCl2(2), where ISQ-Pri is anion-radical 4,6-di-tert-butyl-N-(2,6-di-iso-propylphenyl)-o-iminobenzosemiquinolate. The complexes have been characterized by IR, X-band EPR, 1H NMR (for 1) spectroscopy and magnetochemistry (for 2). X-ray analysis data show the distorted octahedral environment of tin(IV) for both complexes. Complex 1 is diamagnetic (ground state S = 0), while 2 has triplet ground state (S = 1, biradical). Catecholate complex 1 is able to be a spin trap for different organic radicals. |
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| Keywords: | Tin o-Benzoquinone and o-iminobenzoquinone Catecholate and o-iminobenzosemiquinonate EPR spectroscopy X-ray analysis |
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