Tripodal Phenylamine-Based Ligands and Their Co<sup>II</sup>Complexes

Jones, Matthew; MacBeth, Cora E.

doi:10.1021/ic701289y

Cited by 42 publications

(50 citation statements)

References 22 publications

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“…The tridentate ligand, N 1 -(2-aminophenyl)benzene-1,2-diamine, used in this study was prepared following the literature available. 8 The coordination chemistry of the corresponding tris(amide) ligands having substitution in the two terminal -NH arms is quite well-known, but the coordination chemistry of the unsubstituted triamine (H 3 L) has been less explored. These type of ligands are known for their redox noninnocent behavior; 5 ([1](ClO 4 ) 2 ) in 85% yield.…”

Section: ■ Results and Discussionmentioning

confidence: 99%

Deprotonation Induced Ligand Oxidation in a Ni^II Complex of a Redox Noninnocent N¹-(2-Aminophenyl)benzene-1,2-diamine and Its Use in Catalytic Alcohol Oxidation

et al. 2016

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Two nickel(II)-complexes, [Ni(II)(H3L)2](ClO4)2 ([1](ClO4)2) and [Ni(II)(HL)2] (2), containing the redox-active tridentate ligand N(1)-(2-aminophenyl)benzene-1,2-diamine (H3L) have been synthesized. Complex [1](ClO4)2 is octahedral containing two neutral H3L ligands in a facial coordination mode, whereas complex 2 is a singlet diradical species with approximately planar configuration at the tetracoordinate metal atom with two pendant NH2 side arms from each of the coordinated ligands. Both complexes are found to be chemically interconvertible; complex [1](2+) gets converted to complex 2 when exposed to base and oxygen via simultaneous deprotonation and oxidation of the coordinated ligands. Molecular and electronic structures of the isolated complexes are scrutinized thoroughly by various spectroscopic techniques, single crystal X-ray crystallography, and density functional theory. The observed dissociation of a ligand arm upon oxidation of the ligand was exploited to bring about catalytic alcohol oxidation using coordinatively saturated complex [1](ClO4)2 as a catalyst precursor. Both the complexes [1](ClO4)2and 2 were tested for catalytic oxidation of both primary and secondary alcohols.

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Section: ■ Results and Discussionmentioning

confidence: 99%

Deprotonation Induced Ligand Oxidation in a Ni^II Complex of a Redox Noninnocent N¹-(2-Aminophenyl)benzene-1,2-diamine and Its Use in Catalytic Alcohol Oxidation

et al. 2016

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“…Potassium hydride was provided as dispersion in mineral oil and was thoroughly washed prior to use with copious amounts of tetrahydrofuran followed by hexane. Compounds L 1 H 3 ( 1 ),26a L 7 H 3 ( 3c )31 and [K(THF) 3 ][(L 1 )Fe(II)–THF]•0.5THF ( 5 )26b have been prepared according to literature methods. 1 H-NMR and 13 C-NMR spectra were recorded on a Varian XL-400, a Varian INOVA/UNITY 400 MHz and a Varian 300 Unity Plus NMR spectrometers.…”

Section: Methodsmentioning

confidence: 99%

Synthesis and Characterization of a Series of Structurally and Electronically Diverse Fe(II) Complexes Featuring a Family of Triphenylamido-Amine Ligands

et al. 2009

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A family of triphenylamido-amine ligands of the general stoichiometry L x H 3 = [R-NH-(2-C 6 H 4 )] 3 N (R = 4-t-BuPh (L 1 H 3 ), 3,5-t-Bu 2 Ph (L 2 H 3 ), 3,5-(CF 3 ) 2 Ph (L 3 H 3 ), CO-t-Bu (L 4 H 3 ) 3,5-Cl 2 Ph (L 5 H 3 ), COPh (L 6 H 3 ), CO-i-Pr (L 7 H 3 ), COCF 3 (L 8 H 3 ), i-Pr (L 9 H 3 )) has been synthesized and characterized, featuring a rigid triphenylamido-amine scaffold and an array of stereoelectronically diverse aryl, acyl and alkyl substituents (R). These ligands are deprotonated by potassium hydride in THF or DMA and reacted with anhydrous FeCl 2 to afford a series of ferrous complexes, exhibiting stoichiometric variation and structural complexity. The prevalent (Figures S1-S6). Summary of X-ray crystallographic data for the same compounds (Table S1). X-ray crystallographic data for all structurally characterized compounds in CIF format. Mössbauer spectra of compounds 5, 6, 8, 9, 13, 14 ( Figures S7-S12). Cyclic voltammograms of compounds 5-15 ( Figures S13-S26). The material is available free of charge via the Internet at http://pubs.acs.org. NIH Public Access

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“…These receptors display excellent ion selectivity [16][17][18][19][20] and can be easily synthesized. Some such receptors have been demonstrated to act as hosts for metal ions and the three flexible arms of a suitably designed tripodal ligand can encapsulate the central ions.…”

Section: Introductionmentioning

confidence: 99%

A new tripodal rhodamine B derivative as a highly selective and sensitive fluorescence chemosensor for copper(II)

Zeng

Dong

et al. 2009

Sci. China Ser. B-Chem.

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A new tripodal rhodamine B derivative 2 was designed and synthesized by tripodal trialdehyde and rhodamine B hydrazide for the first time. This derivative could be used as a fluorescent chemosensor for the selective and sensitive determination of copper(II) in Tris-HCl buffer and ethanol aqueous mixed media. Under the optimum conditions described herein, fluorescence enhancement at 557/577 nm was linearly related to the concentration of copper(II) in the range of 0.10 to 10.00×10 −5 mol·L −1 , with a correlation coefficient of R 2 =0.9964 (n=15) and a detection limit of 1.129×10 −7 mol·L −1 (the relative standard deviation for five repeated measurements at 4.00×10 −5 mol·L −1 Cu(II) was 2.2%). The absorbance measurements at 557 nm were linearly related to the concentration of Cu(II) in the range of 0.50 to 25.00×10 −5 mol·L −1 , with a correlation coefficient of R 2 =0.9948 (n=13) and a detection limit of 3.338×10 −7 mol·L −1 .

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Tripodal Phenylamine-Based Ligands and Their Co^IIComplexes

Cited by 42 publications

References 22 publications

Deprotonation Induced Ligand Oxidation in a Ni^II Complex of a Redox Noninnocent N¹-(2-Aminophenyl)benzene-1,2-diamine and Its Use in Catalytic Alcohol Oxidation

Deprotonation Induced Ligand Oxidation in a Ni^II Complex of a Redox Noninnocent N¹-(2-Aminophenyl)benzene-1,2-diamine and Its Use in Catalytic Alcohol Oxidation

Synthesis and Characterization of a Series of Structurally and Electronically Diverse Fe(II) Complexes Featuring a Family of Triphenylamido-Amine Ligands

A new tripodal rhodamine B derivative as a highly selective and sensitive fluorescence chemosensor for copper(II)

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Tripodal Phenylamine-Based Ligands and Their CoIIComplexes

Cited by 42 publications

References 22 publications

Deprotonation Induced Ligand Oxidation in a NiII Complex of a Redox Noninnocent N1-(2-Aminophenyl)benzene-1,2-diamine and Its Use in Catalytic Alcohol Oxidation

Deprotonation Induced Ligand Oxidation in a NiII Complex of a Redox Noninnocent N1-(2-Aminophenyl)benzene-1,2-diamine and Its Use in Catalytic Alcohol Oxidation

Synthesis and Characterization of a Series of Structurally and Electronically Diverse Fe(II) Complexes Featuring a Family of Triphenylamido-Amine Ligands

A new tripodal rhodamine B derivative as a highly selective and sensitive fluorescence chemosensor for copper(II)

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Tripodal Phenylamine-Based Ligands and Their Co^IIComplexes

Deprotonation Induced Ligand Oxidation in a Ni^II Complex of a Redox Noninnocent N¹-(2-Aminophenyl)benzene-1,2-diamine and Its Use in Catalytic Alcohol Oxidation

Deprotonation Induced Ligand Oxidation in a Ni^II Complex of a Redox Noninnocent N¹-(2-Aminophenyl)benzene-1,2-diamine and Its Use in Catalytic Alcohol Oxidation