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  • Diels-Alder reactions  (4)
  • Iron complexes  (4)
  • Ruthenium complexes  (4)
  • Macrocycles  (2)
  • Wiley-Blackwell  (13)
  • 1
    Electronic Resource
    Electronic Resource
    Lösliche bisaxial substituierte (Phthalocyaninato)ruthenium-Komplexe (1991)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 124 (1991), S. 1733-1738 
    Details
    ISSN: 0009-2940
    Keywords: Phthalocyanine ; Ruthenium complexes ; Pyridines ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Soluble Bisaxially Substituted (Phthalocyaninato)ruthenium ComplexesSeveral attempts to prepare (tBu4Pc)Ru only led to an impure product (tBu4Pc)RuLx. This reacts quantitatively with pyridine to form (tBu4Pc)Ru(py)2, easily purified by chromatography. In addition the preparation of (tBu4Pc)RuL2 with L = pyridine, 2-picoline (2-pic), 3-picoline (3-pic), 4-picoline (4-pic), 2,5-lutidine (2,5-lut), and 2,6-lutidine (2,6-lut), respectively, is described. All complexes are characterized by spectroscopic methods including 1H-NMR spectroscopy. Not even in the cases of (tBu4Pc)RuL2 with L = 2-pic and 2,5-lut, a careful removal of the ligands L by thermogravimetric methods (TG/DTA) leads to pure (tBu4Pc)Ru. For comparison, the bisadducts PcRuL2 with L = pyridine, picolines (2-pic, 3-pic, 4-pic), lutidines (2,3-lut, 2,5-lut, 2,6-lut), and chloropyridines (2-Clpy and 3-Clpy), respectively, are prepared by treatment of PcRu with an excess of the ligand. For the first time (phthalocyaninato)iron complexes PcFeL2 with sterically hindered axial ligands, e.g. PcFe(2-pic)2, are prepared and characterized by 57Fe Mößbauer spectroscopy.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19911240811
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  • 2
    Electronic Resource
    Electronic Resource
    Synthesis of a Bisdienophilic Phthalocyanine and of Precursors for Repetitive Diels-Alder Reactions Based on Hemiporphyrazines and Phthalocyanines (1997)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 130 (1997), S. 801-806 
    Details
    ISSN: 0009-2940
    Keywords: Unsymmetrical phthalocyanines ; Hemiporphyrazines ; Macrocyclic bisdienes and bisdienophiles ; Diels-Alder reactions ; Ladder polymers ; Cycloaddition ; Macrocycles ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The specific synthesis of a metal-free bisdienophilic phthalocyanine 193, suitable for repetitive Diels-Alder reactions, is reported. This was achieved by condensation of 191,3,3-trichloro-6/7-nitroioindolenine (191) and 4,9-dibutoxy-2,3,5,8-tetrahydro-1,3-diimino-1H-5,8-epoxybenz[f]isoindoline (2). The ability of 3 to undergo Diels-Alder reactions was tested by reaction with an excess of 1,2,3,4-tetraphenylcyclopentadienone (5). Experimental data of the hemiporphyrazines 9, 10, and 11, which can be used as precursors for the synthesis of ladder polymers, are also given in the Experimental Section.
    Additional Material: 2 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19971300620
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  • 3
    Electronic Resource
    Electronic Resource
    (Tetracyannaphthalocyaninato)eisen(II) mit Isocyaniden als axialen LigandenHerrn Professor Dr. Horst Prinzbach zum 60. Geburtstag gewidmet. (1992)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 125 (1992), S. 1243-1247 
    Details
    ISSN: 0009-2940
    Keywords: (Tetracyanonaphthalocyaninato)iron(II) ; Isocyanide complexes ; Semiconductors ; organic ; Iron complexes ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: (Tetracyanonaphthalocyaninato)iron(II) with Isocyanides as Axial Ligands(Tetracyanonaphthalocyaninato)iron(II) [(CN)4-2,3-NcFe; 6] is obtained by treating 2,3,6-tricyanonaphthalene (5) with iron(II) acetate. Compound 5 is synthesized according to the route given in Scheme 1. The mononuclear bisaxial isocyanide complexes (CN)4-2,3-NcFeL2 7-9 with L = tBuNC, cHxNC and AdNC as well as the bridged complex [(CN)4-2,3-NcFe(dib)]n (10) are formed as stable compounds by treating 6 with the neat ligands L. The spectroscopic properties of the complexes are described and compared with the analogous compounds (CN)4PcFeL2, 2,3-NcFeL2, 1,2-NcFeL2, and with PcFeL2. The bridged complex [(CN)4-2,3-NcFe(dib)]n (10) exhibits only poor semiconducting properties as compared to [2,3-NcFe(dib)]n. The oligomer 10 can be doped with iodine, and the resulting product [(CN)4-2,3-NcFe(dib)I1.4]n shows a powder conductivity s̰RT = 2 × 10-5 S/cm at room temperature.
    Additional Material: 5 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19921250534
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  • 4
    Electronic Resource
    Electronic Resource
    Soluble (Phthalocyaninato)ruthenium(II) Phosphane Complexes (1993)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 126 (1993), S. 2565-2566 
    Details
    ISSN: 0009-2940
    Keywords: Phthalocyaninato complexes ; Ruthenium complexes ; Phosphanes ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Hitherto unknown ruthenium phthalocyanine complexes with phosphane ligands - PcRu(PEt2Ph)2 (1) and PcRu(PPh3)2 (2) - soluble in common organic solvents were prepared. Two methods were used for their synthesis: 1) Reaction of phthalonitrile with [Ru2Cl3(PEt2Ph)6]Cl in n-pentanol in the presence of 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) and 2) reaction of PcRu with the corresponding phosphanes. The products 1 and 2 were characterized by their IR, UV/Vis, FD-MS, and 1H-NMR data.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19931261136
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  • 5
    Electronic Resource
    Electronic Resource
    Soluble Substituted μ-Oxo(phthalocyaninato)iron(III) Dimers (1995)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 128 (1995), S. 589-598 
    Details
    ISSN: 0009-2940
    Keywords: μ-Oxobis(phthalocyaninato)iron ; μ-Oxo dimers ; Mössbauer spectroscopy ; Iron complexes ; Phthalocyanines ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Attempts to prepare various peripheral tetra- and octasubstituted (phthalocyaninato)iron derivatives RnPcFe [n = 4: R = CH2OEt (6e), CO2Et (6h), CO2-n-C6H13 (6l), O(2-Et-n-C6H13) (6j), OCH2C(CH3)3 (6k), OCH2C(CH3)2CH2Ph (6l); n = 8: R = CH2CH(CO2Me)CH(CO2Me)CH2 (6f), CH2CH(CO2Et)-CH(CO2Et)CH2 (6g), O-n-C8H17 (6m), O(2-Et-n-C6H13) (6n)] by starting from the corresponding substituted phthalonitriles led to substituted (μ-oxo)bis[(phthalocyaninato)iron(III)] compounds [RnPcFe]2O. The tert-butyl- and ethyl-substituted systems [tBu4PcFe]2O (6c) and [Et4PcFe]2O (6d) were reinve-stigated. UV/Vis, FD mass, Mössbauer, NMR as well as ESR spectroscopy was used to characterize the complexes [RnPcFe]2O to furnish evidence for the presence of Fe-O-Fe moieties in [RnPcFe]2O. The UV/Vis data reported for [RnPcFe]2O as well as their spectral behavior in pyridine correspond to unsubstituted [PcFe]2O. Mössbauer spectra of [RnPcFe]2O show that the complexes were obtained as a mixture of two isomeric μ-oxo compounds A (δFe = 0.22 mm s-1, ΔEQ = 1.33-1.39 mm s-1) and B (ΔFe = 0.33-0.36 mm s-1, ΔEQ = 0.39-0.53 mm s-1), whose Mössbauer parameters are comparable to [PcFe]2O μ-oxo(2) and μ-oxo(1), respectively. Mössbauer spectral data of [RnPcFe]2O indicate high-spin (S = 5/2) FeIII centers. NMR-spectra of [RnPcFe]2O (n = 4: R = tBu, Et, O(2-Et-n-C6H13), OCH2C(CH3)2CH2Ph; n = 8: R = O-n-C8H17, O(2-Et-n-C6H13) give further evidence for μ-oxo bridged structures.
    Additional Material: 4 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19951280611
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  • 6
    Electronic Resource
    Electronic Resource
    Synthesis and Electrochemistry of Diels-Alder Adducts of [60] Fullerene with a Phthalocyanine and a Hemiporphyrazine (1997)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 130 (1997), S. 1375-1378 
    Details
    ISSN: 0009-2940
    Keywords: Phthalocyanines ; Hemiporphyrazines ; Fullerenes ; Diels-Alder reactions ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The synthesis of a new Diels-Alder adduct 7 of [60]fullerene and a phthalocyaninenickel compound containing a longer spacer than the originally reported Diels-Alder adduct 1 is described. The bisenophilic hemiporphyrazinenickel compound 11 reacts with [60]fullerene to form a Diels-Alder adduct 12 containing two fullerene units. Spectroelectrochemical investigations of 7 and 12 reveal multiple reductions, which are attributed to the corresponding subunits of the molecules. In contrast to 1, the election acceptor properties of the [60]fullerene unit in both molecules have no influence on the electronic properties of the phthalocyanine and hemiporphyrazine, respectively.
    Additional Material: 2 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19971301005
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  • 7
    Electronic Resource
    Electronic Resource
    Monomere und überbrückte oligomere (Tetrasulfophthalocyaninato)eisen(II)-Komplexe mit Isocyaniden und N-Donoren als axialen Liganden (1991)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 124 (1991), S. 833-839 
    Details
    ISSN: 0009-2940
    Keywords: Tetrasulfophthalocyaninato ligand ; Iron complexes ; Isocyanide ligands ; Mößbauer spectroscopy, 57Fe ; Semiconductors, organic ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Monomeric and Bridged Oligomeric (Tetrasulfophthalocyaninato)iron(II) Complexes with Isocyanides and N-Donors as Axial Ligands(Tetrasulfophthalocyaninato)iron(II) (TsPcFe) (1) is treated with the isocyanides tert-butyl isocyanide (tBuNC), 1,4-diisocyanobenzene (dib), 2,3,5,6-tetramethyl-1,4-diisocyanobenzene (me4dib), and 4-isocyano-3,5-dimethylpyridine (me2pyNC), and also with pyrazine (pyz) leading to bisaxially coordinated monomers TsPcFe(L)2 (L=tBuNC, dib, me4dib) and the bridged oligomers [TsPcFe(L)]n (L=dib, me4dib, me2pyNC, and pyz). All these complexes are soluble in methanol or water. The spectroscopic properties of the complexes are described, and the average chain lengths of the bridged oligomers are determined by 1H-NMR spectroscopy. The bridged stacked systems exhibit semiconducting properties with and without iodine doping.
    Additional Material: 2 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19911240425
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  • 8
    Electronic Resource
    Electronic Resource
    Synthesis and Properties of (Phthalocyaninato)ruthenium(II) with Bisaxially Coordinated Azanaphthalenes (1991)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 124 (1991), S. 1607-1612 
    Details
    ISSN: 0009-2940
    Keywords: Phthalocyanine ; Ruthenium complexes ; Azanaphthalenes ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: (Phthalocyaninato)ruthenium(II) (PcRu) reacts with different azanaphthalenes such as quinoxaline, 2-methylquinoxaline, quinazoline, phthalazine, quinoline, pyrido[2,3-b]pyrazine, pteridine, isoquinoline and 1,5-naphthyridine to form the corresponding bisaxially coordinated PcRuL2 complexes 1-9. The IR, 1H-NMR, UV/Vis, TG/DTA, and FD-MS data are discussed in detail for all the complexes prepared.
    Additional Material: 3 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19911240722
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  • 9
    Electronic Resource
    Electronic Resource
    Bisaxial koordinierte (Tetraphenylporphinato)eisen(II)-Komplexe (1991)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 124 (1991), S. 841-847 
    Details
    ISSN: 0009-2940
    Keywords: Tetraphenylporphinato ligand ; Iron complexes ; Mößbauer spectroscopy ; 57Fe / Semiconductors, organic ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Bisaxially Coordinated (Tetraphenylporphinato)iron(II) ComplexesThe coordination behavior of (tetraphenylporphinato)iron(II) (TPPFe) has been studied with the preparation of the monomeric complexes TPPFe(L)2 with L=py (pyridine), pyz (pyrazine), 2,6-dimepyz (2,6-dimethylpyrazine), bpy (4,4′-bipyridine), bpyac [1,2-bis(4-pyridyl)acetylene], dabco (1,4-diazabicyclo [2.2.2]octane), and BzINC (benzyl isocyanide). Pure TPPFe has been obtained by thermal decomposition of TPPFe(py)2. The monomeric complexes TPPFe(L)2 with L=pyz, bpy, bpyac, and dabco can be transformed into the bridged systems [TPPFe(L)]n by heating them in toluene or chlorobenzene. The bridged structure of the complexes [TPPFe(L)]n has been confirmed by IR and TG/DTA investigations and especially by Mößbauer spectroscopy. In comparison with the corresponding (phthalocyaninato)iron compounds the bridged TPPFe complexes exhibit lower semi conducting properties even after doping with iodine.
    Additional Material: 2 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19911240426
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  • 10
    Electronic Resource
    Electronic Resource
    Synthesis and Properties of (Tetra-tert-butylphthalocyaninato)ruthenium(II) and (Tetra-tert-butyl-2,3-naphthalocyaninato)ruthenium(II) (1995)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 128 (1995), S. 929-933 
    Details
    ISSN: 0009-2940
    Keywords: (Phthalocyaninato)ruthenium, soluble tert-butyl-substituted ; (2,3-Naphthalocyaninato)ruthenium, tert-butyl-substituted ; Ruthenium complexes ; Phthalocyaninato complexes ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The first synthesis of pure tert-butyl-substituted (phthalocyaninato)- and (2,3-naphthalocyaninato)ruthenium [(tBu)4-MacRu] by thermal decomposition of (tBu)4MacRu(L)2 (L = 3-chloropyridine, ammonia) is described. The compounds were characterized by UV/Vis, IR, and NMR measurements.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19951280913
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