Zinc and cadmium complexes based on 3,6-di-tert-butyl-o-benzoquinone

Piskunov, A. V.; Maleeva, A. V.; Abakumov, G. A.; Cherkasov, V. K.; Fukin, Georgy K.; Bogomyakov, A. S.

doi:10.1134/s1070328411030092

Cited by 20 publications

(10 citation statements)

References 14 publications

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“…The difference in spin delocalization in paramagnetic complexes (3,6-SQ)ZnI and (imSQ i‑Pr )ZnI is caused by a shift in the spin density upon introducing of a nitrogen-containing fragment instead of an oxygen atom in o -semiquinone. The observed hyperfine coupling constants are in good agreement with those published earlier for related paramagnetic compounds. , …”

Section: Resultssupporting

confidence: 91%

“…The Zn–O distances (2.08 Å) slightly exceed the sum of covalent radii of corresponding elements (2.07 Å) . These bond lengths are considerably shorter than in 5 ·ZnI 2 and closer to Zn–O distances in zinc o -benzosemiquinonates . This fact indicates the stronger interaction of metal halides with o -quinones in comparison with o -iminoquinones.…”

Section: Resultsmentioning

confidence: 79%

“…The reaction mixture was stirred until the solution color changes to deep green, indicating the corresponding paramagnetic derivative formation. The biradical complexes (imSQ i‑Pr ) 2 Zn and (imSQ i‑Pr ) 2 InI were isolated as final products of the reaction after the solvent had been changed to hexane; (3,6-SQ) 2 ZnPy and (imSQ i‑Pr ) 2 Cd(thf) have been treated with Py/thf before being dissolved in hexane. Elemental analysis for (imSQ i‑Pr ) 2 Cd(thf): Calculated (%) for C 56 H 82 CdN 2 O 3 : C 71.27, H 8.76, N 2.97; found (%): C 71.64, H 8.92, N 2.71.…”

Section: Experimental Sectionmentioning

confidence: 99%

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Complexes of Metal Halides with Unreduced o-(Imino)quinones

et al. 2021

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A series of complexes of metal halides with unreduced quinone-type ligands have been synthesized and characterized in detail. The 3,6-di-tert-butyl-obenzoquinone (1) and 4,6-di-tert-butyl-N-aryl-substituted o-iminobenzoquinones (2−5) (aryl is 2,6-dimethylphenyl in 2, 2-methyl-6-ethylphenyl in 3, 2,6-diethylphenyl in 4, and 2,6-diisopropylphenyl in 5) were used to obtain the molecular complexes with metal 12 group halides as well as with indium(III) iodide. The molecular structures of five complexes, bearing an unreduced form of redox-active ligand, have been established by single-crystal X-ray analysis. The spectral data, electrochemical measurements, and DFT calculations indicate the significant transformations of the molecular orbitals of 1−5 upon complexation with Lewis acids. The reduction potentials of o-(imino)quinones in complexes with metal halides shift into the anodic region versus uncoordinated ones. The choice of metal halide allows varying the shift magnitude up to 1.7 V in 2•CdI 2 . The change of the oxidizing ability of the 1−5 upon coordination with Lewis acids enables the oxidation of mercury and ferrocene, infeasible for free ligands.

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Section: Resultssupporting

confidence: 91%

Section: Resultsmentioning

confidence: 79%

Section: Experimental Sectionmentioning

confidence: 99%

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Complexes of Metal Halides with Unreduced o-(Imino)quinones

et al. 2021

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“…The HFC with four hydrogen and two nitrogen atoms indicates the fast migration (in EPR time scale) of unpaired electron between o ‐iminobenzosemiquinolate and o ‐amidophenolate ligands occurring through the tin atom 6. The HFS constants a i ( 1 H) and a i ( 14 N) values, which are nearly two times lower than for the mono‐ o ‐iminobenzosemiquinolate complexes (ISQ)SnR 3 ,3d also confirm such exchange in these compounds.…”

Section: Resultssupporting

confidence: 82%

“…The synthesis of non‐transition metal complexes based on sterically hindered o ‐quinones/ o ‐iminoquinones was performed using a few reaction types 2c,3. Till now the direct interaction of metals and their salts with o ‐benzoquinones/ o ‐iminobenzoquinones3c,3d or o ‐benzoquinonato/ o ‐iminobenzoquinonato derivatives of alkali metals3e,3f have been the main methods of synthesis of metal complexes based on redox‐active ligands, while the reaction of metal complexes containing doubly reduced form of redox‐active ligand with various oxidizing agents particularly halogens has been rarely considered as the independent synthetic method 3g…”

Section: Introductionmentioning

confidence: 99%

The Features of Interaction of Bis(4, 6‐di‐tert‐butyl‐N‐(2, 6‐diisopropylphenyl)‐o‐amidophenolato)tin(IV) with Bromine and Iodine

Ilyakina

Poddel’sky

Piskunov

et al. 2012

Zeitschrift anorg allge chemie

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The oxidation of tin(IV) bis-amidophenolate (APiPr) 2 Sn·THF (I) by bromine and iodine leads to the formation of monoradical mixed-ligand complexes (APiPr)(ISQiPr)SnBr·THF (II) and (AP-iPr)(ISQiPr)SnI·THF (III) or diradical complexes (ISQiPr) 2 SnBr 2 (IV) and (ISQiPr) 2 SnI 2 (V), respectively [APiPr = dianion 4,6-di-tert-butyl-depending on the molar ratio of reagents * Prof. Dr. E. V. Ilyakina Fax: +783-4627497 E-Mail: ekaterin_from_nn@bk.ru [a] G.A. Razuvaev 1323(2:1 or 1:1). According to EPR data for compounds II and III, the unpaired electron is delocalized between both organic ligands. The EPR spectrum of IV in toluene matrix at 130 K is typical for diradical species with S = 1 with parameters D = 530 G, E = 105 G. The mixedligand complexes II and III are unstable and undergo to symmetrization leading to formation of IV or V. The molecular structures of IV and V are determined by X-ray analysis.

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Zinc‐Containing Radical Anions via Single Electron Transfer to Donor–Acceptor Adducts

Cao

Bamford

Liu

et al. 2018

Chemistry A European J

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Reactions of [Cp* Fe] with the Lewis acid [Zn(C F ) ] in the presence of [(PhC(S)S) ], 9,10-phenanthrenedione or 4,5-pyrenedione yield the salt [Cp* Fe][(PhC(S)S)Zn(C F ) ] 1, [Cp* Fe][((C H O )Zn(C F ) )⋅] 4, and [Cp* Fe][((C H O )Zn(C F ) )⋅] 5, respectively. The latter two species represent the first examples of isolable zinc-containing radical anions. While [(PhC(S)S) ] binds weakly to [Zn(C F ) ], the diones afford the isolable adducts [(C H O )Zn(C F ) ] 2 and [(C H O )Zn(C F ) ] 3. Cyclic voltammetry and computational studies support the view that 4 and 5 are formed via single electron transfer (SET) to the donor-acceptor adducts, 2 and 3, respectively. Subsequent treatment of 4 and 5 with [NC H NMe ] affords [Zn(C F ) (NC H NMe ) ] with liberation of the dione, and regeneration of [Cp* Fe].

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Zinc and cadmium complexes based on 3,6-di-tert-butyl-o-benzoquinone

Cited by 20 publications

References 14 publications

Complexes of Metal Halides with Unreduced o-(Imino)quinones

Complexes of Metal Halides with Unreduced o-(Imino)quinones

The Features of Interaction of Bis(4, 6‐di‐tert‐butyl‐N‐(2, 6‐diisopropylphenyl)‐o‐amidophenolato)tin(IV) with Bromine and Iodine

Zinc‐Containing Radical Anions via Single Electron Transfer to Donor–Acceptor Adducts

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