New tin(II) and tin(IV) amidophenolate complexes

Piskunov, A. V.; Aivaz’yan, I. A.; Fukin, Georgy K.; Баранов, Е. В.; Shavyrin, A. S.; Cherkasov, V. K.; Abakumov, G. A.

doi:10.1016/j.inoche.2006.03.012

Cited by 30 publications

(19 citation statements)

References 19 publications

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“…One of the chelated ligands in 6 is an o ‐amidophenolate dianion. Its geometric characteristics are close to those observed for such ligands bonded to nontransition4, 6, 13, 14 or transition12 metal atoms. The second ligand in 6 is the first example of iminocyclohexa‐1,4‐dienolate derivatives to be reported.…”

Section: Resultssupporting

confidence: 70%

“…The O(1)C(1) (1.361(4) Å) and N(1)‐N(2) distances (1.400(5) Å) are close to those in o ‐amidophenolatotin(IV) complexes 6. 14 The C(1)C(6) carbon ring has aromatic character with an average CC distance of 1.40±0.02 Å.…”

Section: Resultsmentioning

confidence: 67%

“…The Sn(1)O(1) and Sn(1)N(1) distances (2.034(2) and 2.029(3) Å) in 6 are typical of o ‐amidophenolate tin(IV) derivatives 6. 14…”

Section: Resultsmentioning

confidence: 99%

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Oxidation by Oxygen and Sulfur of Tin(IV) Derivatives Containing a Redox‐Active o‐Amidophenolate Ligand

Piskunov

Mescheryakova

Fukin

et al. 2008

Chemistry A European J

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Oxidation of tin(IV) o-amidophenolate complexes [Sn(ap)Ph(2)] (1) and [Sn(ap)Et(2)(thf)] (2) (ap=dianion of 4,6-di-tert-butyl-N-(2,6-diisopropylphenyl)-o-iminobenzoquinone (ImQ)) with molecular oxygen and sulfur in toluene solutions was investigated. The reaction of oxygen with 1 at room temperature forms a paramagnetic derivative [Sn(isq)(2)Ph(2)] (3) (isq=radical anion of ImQ) and diphenyltin(IV) oxide [{Ph(2)SnO}(n)]. Interaction of 1 with sulfur gives another monophenyl-substituted paramagnetic tin(IV) complex, [Sn(ap)(isq)Ph] (4), and the sulfide, [Ph(3)Sn](2)S. The oxidation of 2 with oxygen and with sulfur proceeds through the derivative [Sn(isq)(2)Et(2)] (7), which undergoes alkyl elimination to give two new tin(IV) compounds, [Sn(ap)(isq)Et] (5) and [Sn(ap)(EtImQ)Et] (6) (EtImQ=2,4-di-tert-butyl-6-(2,6-diisopropylphenylimino)-3-ethylcyclohexa-1,4-dienolate ligand), respectively, along with the corresponding alkyltin(IV) oxide and sulfide. Complexes 3-5 and 7 were studied by EPR spectroscopy. The structures of 3, 4 and 6 were investigated by X-ray analysis.

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Section: Resultssupporting

confidence: 70%

Section: Resultsmentioning

confidence: 67%

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Oxidation by Oxygen and Sulfur of Tin(IV) Derivatives Containing a Redox‐Active o‐Amidophenolate Ligand

Piskunov

Mescheryakova

Fukin

et al. 2008

Chemistry A European J

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“…Bis(4, 6‐di‐ tert ‐butyl‐ N ‐(2, 6‐diisopropylphenyl)‐ o ‐amidophenolato)tin(IV)ditetrahydrofuranate (AP i Pr) 2 Sn · THF ( I ) was obtained using known method 3c. Other reagents were purchased in Aldrich.…”

Section: Methodssupporting

confidence: 67%

“…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: 68%

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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Stable heterocyclic stannylene: The metal, ligand‐centered reactivity, and effective catalytic hydroboration of aldehydes

Arsenyeva

Klimashevskaya

Pashanova

et al. 2022

Applied Organom Chemis

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A stable O,N‐heterocyclic stannylene 1 bearing novel tetradentate 2,4‐di‐tert‐butyl‐6‐((2‐(1‐((pyridin‐2‐ylmethyl)imino)ethyl)phenyl)amino)phenolate ligand (RAPH2) was synthesized and characterized. Complex 1 is monomeric in crystal and solution due to two additional intramolecular N → Sn donor–acceptor interactions. The diverse reactivity of compound 1 towards various iron carbonyl compounds was studied. Oxidative addition of [Fe2(μ‐S2)(CO)6]2 to the tin center of 1 resulted in a new six‐coordinate Sn(IV) compound 2 containing two Sn–S bonds. The reaction of 1 with Fe2(CO)9 led to the formation of a stable tin(II) adduct 3 – RAPSn‐Fe(CO)4. The interaction between 1 and [(η5‐C5H5)Fe(CO)2]2 resulted in a transformation of the ligand skeleton. During this reaction, the tin center is oxidized to the tetravalent state, and the donor ═N–CH2–Py group is converted into an anionic one with the loss of the methylene hydrogen atom. The molecular structures of all obtained compounds were determined by single‐crystal X‐ray diffraction. The novel stannylene 1 demonstrates striking activity in benzaldehydes' hydroboration reactions down to 0.02 mole percent of the catalyst loading under mild conditions.

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New tin(II) and tin(IV) amidophenolate complexes

Cited by 30 publications

References 19 publications

Oxidation by Oxygen and Sulfur of Tin(IV) Derivatives Containing a Redox‐Active o‐Amidophenolate Ligand

Oxidation by Oxygen and Sulfur of Tin(IV) Derivatives Containing a Redox‐Active o‐Amidophenolate Ligand

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

Stable heterocyclic stannylene: The metal, ligand‐centered reactivity, and effective catalytic hydroboration of aldehydes

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