Chiral β-diketonate ligands of ‘pseudo planar chiral’ topology: enantioselective synthesis and transition metal complexation

Bocknack, Brian M.; Wang, Long Cheng; Hughes, Freddie W.; Krische, Michael J.

doi:10.1016/j.tet.2005.03.118

Cited by 9 publications

(3 citation statements)

References 25 publications

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“…The oxovanadium (IV) ion is one of the most known stable diatomic ions and its paramagnetic physicochemical and electronic properties with Schiff base are of great interest in different research fields [6]. Although the oxovanadium with diketones is a highly studied liquid crystal known as metallomesogensoxovanadium [7] [8] [9], there are no reports about the study of its optical properties as a thin film. Although there are not too many reports on the preparation of these films by thermal vacuum evaporation [10] [11], the important properties of vanadium have been attributed to the stability of its different oxidation states.…”

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confidence: 99%

Synthesis and Evaluation of the Semiconductor Behavior in Vanadium Indanone Derivatives Thin Films

Lozano-González¹,

Sánchez-Vergara²,

Alvarado-Beltrán³

et al. 2017

AMPC

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In this work, we propose a method to synthesize vanadium (IV) 2-benzyli-dene-1-indanone derivatives, used to prepare film structures by thermal evaporation. The complexes possess high melting point allowing the using of vacuum deposition methods. All the samples were grown at room temperature (25˚C) and low deposition rates (0.4 Å/s). The surface morphology and structure of the deposited films were studied by scanning electron microscopy (SEM) and spectroscopy dispersive energy (EDS). Optical absorption studies of the complex films were performed in the 200 -1100 nm wavelength range. The Tauc band gap (Eg) of the thin films was determined from the (αhν) 1/2 vs. hν plots for indirect transitions. The vanadium (IV) complex films show optical activation energies in the range of organic semiconductors. Multilayer nylon 11/vanadium indanone devices were fabricated using ITO and silver electrodes. The d.c. electrical properties of the device were also investigated. It was found that the temperature-dependent electric current in the structure showed a semiconductor behavior. At lower voltages below 7 V, the current density in the forward direction was found to obey an ohmic I-V relationship; for higher voltages above 7 V, the conduction was dominated by a space-charge-limited (SCLC) mechanism. The electrical activation energies (Ea) of the complexes were in the 2.17 -2.31 eV range.

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confidence: 99%

Synthesis and Evaluation of the Semiconductor Behavior in Vanadium Indanone Derivatives Thin Films

Lozano-González¹,

Sánchez-Vergara²,

Alvarado-Beltrán³

et al. 2017

AMPC

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“…[1,2] In addition, they are well known to form stable complexes with av ariety of metals. [3] Chiral 1,3-diketonate complexes [4] provedt ob ev aluable catalysts, fore xample, in asymmetrichetero-Diels-Alder reactions. [5] Unlike their smaller counterparts, 1,3,4,6-tetraketones that consist of two fused 1,3-diketone subunits have been rarely mentioned.…”

Section: Introductionmentioning

confidence: 99%

“…2 In addition, they are well known to form stable complexes with a variety of metals 3. Chiral 1,3‐diketonate complexes4 proved to be valuable catalysts, for example, in asymmetric hetero‐Diels–Alder reactions 5…”

Section: Introductionmentioning

confidence: 99%

Tautomerization‐Mediated Molecular Switching Between Six‐ and Seven‐Membered Rings Stabilized by Hydrogen Bonding

Storch

Spallek

Röminger

et al. 2015

Chemistry A European J

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1,3,4,6-Tetraketones typically undergo keto-enol tautomerism forming bis-enols stabilized by intramolecular hydrogen bonding in two six-membered rings. However, 1,3,4,6-tetraketones derived from the terpene ketone camphor and norcamphor exist as isomers with two distinguishable modes of intramolecular hydrogen bonding, namely, the formation of six- or seven-membered rings. The structural requirements for this so far unknown behavior were investigated in detail by synthesis and comparison of structural analogues. Both isomers of such 1,3,4,6-tetraketones were fully characterized in solution and in the solid state. Intriguingly, they slowly interconvert in solution by means of tautomerism-rotation cascades, as was corroborated by DFT calculations. The influence of temperature and complexation with the transition metals Pd, Rh, and Ir on the interconversion process was investigated.

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β-Diketones: Coordination and Application

Crossman¹,

Marshak²

2021

Comprehensive Coordination Chemistry III

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Chiral β-diketonate ligands of ‘pseudo planar chiral’ topology: enantioselective synthesis and transition metal complexation

Cited by 9 publications

References 25 publications

Synthesis and Evaluation of the Semiconductor Behavior in Vanadium Indanone Derivatives Thin Films

Synthesis and Evaluation of the Semiconductor Behavior in Vanadium Indanone Derivatives Thin Films

Tautomerization‐Mediated Molecular Switching Between Six‐ and Seven‐Membered Rings Stabilized by Hydrogen Bonding

β-Diketones: Coordination and Application

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