Indium(iii) complexes with o-iminobenzoquinone in different redox states

Piskunov, A. V.; Mescheryakova, Irina N.; Fukin, Georgy K.; Cherkasov, V. K.; Abakumov, G. A.

doi:10.1039/c0nj00229a

Cited by 17 publications

(8 citation statements)

References 36 publications

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“…Therelatively short C[2]-C[3] and C[4]-C[5] bond lengths (1.36 Å average) in comparison to the longer C[1]-C[2] and C[5]-C[6] bond lengths (1.44 Å average), and the short C[1]-O[1] bond length (1.273 Å) are further evidence for iminosemiquinone formation. The metrical parameters for L BIS Cu II Cl also match other reports of transition metal iminosemiquinone complexes [75][76][77]. Crystal structure of L BIS Cu II OAcThe structure of L BIS Cu II OAc (Fig.3) is composed of a copper center ligated by the [L BIS ] − ligand and a bidentate acetate molecule.…”

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confidence: 81%

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Synthesis, characterization and catalytic activity of copper(ii) complexes containing a redox-active benzoxazole iminosemiquinone ligand

et al. 2013

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A tridentate benzoxazole-containing aminophenol ligand HL(BAP) was synthesized and complexed with Cu(II). The resulting Cu(II) complexes were characterized by X-ray, IR, UV-vis-NIR spectroscopies, and magnetic susceptibility studies, demonstrating that the ligand is oxidized to the o-iminosemiquinone form [L(BIS)](-) in the isolated complexes. L(BIS)Cu(II)Cl exhibits a distorted tetrahedral geometry, while L(BIS)Cu(II)OAc is square pyramidal. In both solid state structures the ligand is coordinated to Cu(II)via the benzoxazole, as well as the nitrogen and oxygen atoms from the o-iminosemiquinone moiety. The chloride, or acetate group occupies the fourth and/or fifth positions in L(BIS)Cu(II)Cl and L(BIS)Cu(II)OAc, respectively. Magnetic susceptibility measurements indicate that both complexes are diamagnetic due to antiferromagnetic coupling between the d(9) Cu(II) centre and iminosemiquinone ligand radical. Electrochemical studies of the complexes demonstrate both a quasi-reversible reduction and oxidation process for the Cu complexes. While L(BIS)Cu(II)X (X = Cl) is EPR-silent, chemical oxidation affords a species with an EPR signal consistent with ligand oxidation to form a d(9) Cu(II) iminoquinone species. In addition, chemical reduction results in a Cu(II) centre most likely bound to an amidophenoxide. Mild and efficient oxidation of alcohol substrates to the corresponding aldehydes was achieved with molecular oxygen as the oxidant and L(BIS)Cu(II)X-Cs2CO3 as the catalyst.

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confidence: 81%

“…The bond lengths are similar to other iminosemiquinone metal complexes reported in the literature. 76,77 The Cu coordination sphere metrical parameters are also well predicted, a notable exception being a deviation of 0.076 Å between the experimental and calculated Cu(1)-O(1) bond length.…”

Section: Paper Dalton Transactionsmentioning

confidence: 68%

Synthesis, characterization and catalytic activity of copper(ii) complexes containing a redox-active benzoxazole iminosemiquinone ligand

et al. 2013

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“…A search of the Cambridge Structural Database (Version 5.37, update February 2017; Groom et al, 2016) for phosphoniumcontaining trifluoroborates yielded only five structures: FUYDIN (Wade et al, 2010), OZOJOD (Gott et al, 2011), PUXWEL (Piskunov et al, 2010), ZEKLEI (Li et al, 2012) and ZEKLOS (Zibo et al, 2012).…”

Section: Database Surveymentioning

confidence: 99%

Crystal structure of triphenylphosphoniummethylenetrifluoroborate

Bateman

Zakharov

Abbey

2017

Acta Crystallogr E Cryst Commun

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The title compound, C 19 H 17 BF 3 P {alternative name: triphenyl[(trifluoroboranyl)methyl]phosphanium}, was formed by the reaction of triphenylphosphine with potassium iodomethyltrifluoroborate. The molecule features a nearly staggered conformation along the P-C bond and a less than staggered conformation along the C-B bond. In the crystal, weak C-HÁ Á ÁF hydrogen bonds between the meta-phenyl C-H groups and the trifluoroborate B-F groups form chains of R 2 2 (16) rings along [100]. These chains are are further stabilized by weak C-HÁ Á Á interactions. A weak intramolecular C-HÁ Á ÁF hydrogen bond is also observed.

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“…4H,); 1.76-1.97 (m, 4H, CH 2 (Et-C sp3 )); 1.28-1.35 (d,6H,CH 3 (i-Pr)); 0.96-1. 10,, CH 3 (t-Bu)) ppm. 13…”

Section: The Reaction Of Complex 1 With Methyl and Ethyl Iodidesmentioning

confidence: 99%

The new C–C bond formation in the reaction of o-amidophenolate indium(iii) complex with alkyl iodides

et al. 2013

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The reaction of bis(4,6-di-tert-butyl-N-(2,6-di-iso-propylphenyl)-o-amidophenolato)indium(III) anion with alkyl iodides is reported. This process includes oxidative addition of two RI (R = Me, Et) molecules to the non-transition metal complex and results in an alkyl transfer to ring carbon atoms with the formation of two new C-C bonds. The interaction proceeds at mild conditions and gives new indium(III) derivatives containing iminocyclohexa-1,4-dienolate type ligands.

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Indium(iii) complexes with o-iminobenzoquinone in different redox states

Cited by 17 publications

References 36 publications

Synthesis, characterization and catalytic activity of copper(ii) complexes containing a redox-active benzoxazole iminosemiquinone ligand

Synthesis, characterization and catalytic activity of copper(ii) complexes containing a redox-active benzoxazole iminosemiquinone ligand

Crystal structure of triphenylphosphoniummethylenetrifluoroborate

The new C–C bond formation in the reaction of o-amidophenolate indium(iii) complex with alkyl iodides

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