Synthesis, crystal structure and charge transport properties of one-electron oxidized zirconium diphthalocyanine, [ZrPc2]IBr2

Janczak, Jan; Perpétuo, Genivaldo Júlio

doi:10.1016/j.poly.2006.06.020

Polyhedron

2006

DOI: 10.1016/j.poly.2006.06.020

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Synthesis, crystal structure and charge transport properties of one-electron oxidized zirconium diphthalocyanine, [ZrPc2]IBr2

Jan Janczak

Genivaldo Júlio Perpétuo

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Cited by 5 publications

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“…Therefore measurements were done in vacuo and in atmosphere. Higher conductivity was found in the direction perpendicular to the molecular plane of the Pc ligands [6]. Therefore it is important for the application of MPc 2 to determine the molecular orientation.…”

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confidence: 99%

Spectroscopic ellipsometry and reflection anisotropy spectroscopy of lutetium diphthalocyanine films on silicon

Seidel

Fronk

Himcinschi

et al. 2010

Phys. Status Solidi (c)

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The main aim of this work is to investigate organic thin films by the use of Reflection Anisotropy Spectroscopy (RAS) and Spectroscopic Ellipsometry (SE) in situ during growth of the thin films on silicon substrates. The investigated material is the rare‐earth diphthalocyanine LuPc2. The LuPc2 films were deposited on hydrogen passtivated Si(111) and on oxidised Si substrates by Organic Molecular Beam Deposition (OMBD). The films on H‐Si(111) show a high anisotropic behaviour. Model calculations for in situ SE measurements revealed angles between θ = 60° and 90° for LuPc2 on H‐Si(111). Furthermore, the energy transitions found match to those determined by Density Functional Theory calculations (DFT). (© 2010 WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim)

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mentioning

confidence: 99%

Spectroscopic ellipsometry and reflection anisotropy spectroscopy of lutetium diphthalocyanine films on silicon

Seidel

Fronk

Himcinschi

et al. 2010

Phys. Status Solidi (c)

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Synthesis and Structural Characterisation of Hafnium(IV) Mono‐ and Diphthalocyanines Obtained under Oxidation Conditions with Halogens

Janczak

Kubiak

2013

Eur J Inorg Chem

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New sandwich‐type hafnium(IV) diphthalocyaninato and hafnium(IV) monophthalocyaninato complexes were obtained in crystalline form under oxidation conditions with halogens. Partially oxidised by iodine, a sandwich‐type hafnium(IV) diphthalocyaninato complex with a composition of HfPc2I2 (Pc2– = phthalocyaninate) crystallizes in two crystalline modifications 1 and 2, depending on the thermal conditions. Both modifications are tetragonal and differ in the disordering model. Statistically, in both modifications, in two of three [HfPc2] sandwich units the closed‐shell d0 Hf4+ cation is sandwiched by a phthalocyaninato ligand (Pc2–) and a one‐electron‐oxidised Pc–· π‐radical ligand. The π‐radical character of the Pc–· ligand was detected by EPR spectroscopy. In 1, the Hf4+ and the symmetrical triiodide ions, which were detected by resonance Raman spectroscopy, are disordered in the crystal. However, in crystal 2, only the symmetrical I3– anions are disordered, but the Hf4+ cations are ordered. The hafnium(IV) monophthalocyanines with the composition of HfPcI2Pht (3) and HfPcBr2Pht (4) (Pht = phthalonitrile) are isostructural. The seven‐coordinate Hf4+ cation is surrounded by four isoindole N atoms of a Pc2– macrocycle, two halides (I– or Br–), and by a N atom of one of the two cyano groups of phthalonitrile. The last compound with a composition of HfPcCl2 (5) exists as a doubly bridged dimeric complex, bis[(μ2‐chlorido)chlorido(phthalocyaninato) hafnium(IV)], in which the coordination number seven of Hf4+ cations is achieved by four isoindole N atoms of Pc2–, two bridging, and one terminal Cl– ligand. The π–π interactions between the Pc macrocycles in the sandwich system [HfPc2] have an influence on the HOMO–LUMO transition, compared with the hafnium(IV) monophthalocyanines, and result in a blueshift of approximately 20 nm compared to that observed for hafnium(IV) monophthalocyanines.

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From I‐Ligated and I‐Doped to O‐Ligated Hafnium(IV) Phthalocyaninate(2–) Complexes

Janczak

Kubiak

2014

Eur J Inorg Chem

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Treatment of HfPcI2·Pht (Pc = C32H16N82–; Pht = phthalonitrile) or bromide analogue HfPcBr2·Pht with acetylacetone (acacH) led to the formation of a HfPc(acac)2 complex that, depending on the crystallization conditions, crystallized with solvent acacH molecules to form mono‐ and disolvate crystals: HfPc(acac)2·acacH (1) and HfPc(acac)2·2acacH (2). Treatment of the partially oxidized iodine sandwich‐type hafnium(IV) diphthalocyanine HfPc2(I3)2/3, in which two of three HfPc2 units are a one‐electron‐oxidized [HfPc2]+ unit with a π‐radical character, with benzonitrile (BN) or 4‐methylpyridine (4‐Mepy) under ambient conditions led to the formation of μ2(O,OH)(C6H5COO)(HfPc)2 (3), which is bridged by O2– and OH– and stapled together by deprotonated benzoic acid complex, and μ2(O,OH)(C5H4NCOO)(HfPc)2 (4), which is bridged by O2– and OH– and stapled by deprotonated isonicotinic acid. Complexes 1–4 were structurally characterized by X‐ray single‐crystal analysis. In these complexes, the eight or seven coordination number of the closed‐shell (d0) Hf4+ cation is saturated by four isoindole nitrogen atoms of the phthalocyaninate macrocycle and by four oxygen atoms in 1 and in 2 or three oxygen atoms in 3 and 4. Interaction of the Hf4+ cation with the isoindole nitrogen atoms of Pc macrocycle led to the distortion of the aromatic Pc macrocycle to the flattened crown, with the Hf4+ cation about 1.2 Å out of the N4‐isoindole plane of the Pc macrocycle. The complexes were also characterized by UV/Vis spectroscopy.

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Synthesis, crystal structure and charge transport properties of one-electron oxidized zirconium diphthalocyanine, [ZrPc2]IBr2

Cited by 5 publications

References 73 publications

Spectroscopic ellipsometry and reflection anisotropy spectroscopy of lutetium diphthalocyanine films on silicon

Spectroscopic ellipsometry and reflection anisotropy spectroscopy of lutetium diphthalocyanine films on silicon

Synthesis and Structural Characterisation of Hafnium(IV) Mono‐ and Diphthalocyanines Obtained under Oxidation Conditions with Halogens

From I‐Ligated and I‐Doped to O‐Ligated Hafnium(IV) Phthalocyaninate(2–) Complexes

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