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  • Articles  (34)
  • Organic Chemistry  (31)
  • Phthalocyaninato complexes  (3)
  • Wiley-Blackwell  (34)
  • 1
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 126 (1993), S. 2565-2566 
    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.
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  • 2
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 127 (1994), S. 1681-1685 
    ISSN: 0009-2940
    Keywords: Rhenium(V), nitrido(tetra-tert-butylphthalocyaninato)- ; Rhenium(V), nitrido(phthalocyaninato)- ; Phthalocyaninato complexes ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: 4-tert-Butylphthalodinitrile (1) reacts with ammonium perrhenate, NH4ReO4, to yield nitrido(tetra-tert-butylphthalocyaninato)rhenium(V), (tBu)4PcReN (2), which is characterized by IR, UV/Vis, CV, MS, 1H and 13C NMR, and elemental analysis. It shows good solubility in common organic solvents. In solution 2 is assumed to be monomeric whereas in the solid state also dimers or higher aggregates are present. From the NMR spectra it is concluded that different constitutional isomers of 2 are formed but not in the expected ratio of a statistical distribution. By analogy with 2, the already known nitrido(phthalocyaninato)rhenium(V), PcReN (3), is prepared for comparison.
    Additional Material: 3 Ill.
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  • 3
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 128 (1995), S. 929-933 
    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.
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  • 4
    ISSN: 0894-3230
    Keywords: Organic Chemistry ; Physical Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology , Physics
    Notes: The reaction of monosilylated imines and a disilylated enamine with nitrosyl salts in dichloromethane at -78°C is shown to proceed via intermediate vinyl diazonium salts and vinyl cations.
    Additional Material: 1 Tab.
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  • 5
    Electronic Resource
    Electronic Resource
    Chichester : Wiley-Blackwell
    Journal of Physical Organic Chemistry 8 (1995), S. 191-194 
    ISSN: 0894-3230
    Keywords: Organic Chemistry ; Physical Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology , Physics
    Notes: The reaction of bis-silylated ynamines with different nitrosyl reagents affords products derived from an electrophilic attack at the β-carbon atom and not the expected alkynyldiazonium salts.
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  • 6
    ISSN: 0170-2041
    Keywords: Sulfones, allyl nonafluorobutyl ; Chrysanthemic acid ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Reaction of Allyl Nonafluorobutyl Sulfones with Michael Acceptors, Synthesis of Chrysanthemic Acid Derivatives3-Methyl-2-butenyl nonafluorobutyl sulfone (4) reacts with ethyl 3-methyl-2-butenoate (ethyl senecioate, 2) to form ethyl chrysanthemate (3) 5-Methyl-1-(2-methyl-1-propenyl)-3-pentenyl nonafluorobutyl sulfone (5) is formed as a byproduct. The nonaflone 4 is prepared by reaction of 3-methyl-2-butenyl bromide (9) with sodium nonafluorobutanesulfinate or by treating isoprene with nonafluorobutanesulfinic acid. Reaction of 3,3-dichloro-2-propenyl nonafluorobutyl sulfone (12) with ethyl senecioate (2) does not lead to ethyl permethrinate (13), instead self-condensation products of 12, the cyclopropyl sulfone 15 and the disulfone 16 are obtained.
    Notes: (3-Methyl-2-butenyl)nonafluorbutyl)sulfon (4) reagiert mit 3-Methyl-2-butensäure-ethylester (2) (Seneciosäure-ethylester) unter Bildung von Chrysanthemumsäure-ethylester (3). Als Nebenprodukt wird [5-Methyl-1-(2-methyl-1-propenyl)-3-pentenyl]-[nonafluorbutyl)sulfon (5) erhalten. Das Nonaflon 4 ist durch Umsetzung von 3-Methyl-2-butenylbromid (9) mit Natriumnonafluorbutansulfinat oder durch Umsetzung von Isopren mit Nonafluorbutansulfinsäure zugänglich. (3,3-Dichlor-2-propenyl)(nonafluorbutyl)sulfon (12) reagiert mit Seneciosäure-ethylester (2) nicht unter Bildung von Permethrinsäure-ethylester (13), sondern unter Selbstkondensation zu dem Cyclopropylsulfon 15 und dem Disulfon 16.
    Additional Material: 1 Tab.
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  • 7
    ISSN: 0075-4617
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Die Bildungsbedingungen der beiden isomeren cis-α-Hydrindanole I und II werden studiert; die Konfiguration der Isomeren ergibt sich im Sinne der bisherigen Zuordnung  -  I = 1c 8c 9c und II = 1t 8c 9c  -  aus den Solvolysegeschwindigkeiten ihrer Toluolsulfonate. Für II ergibt sich eine Konstante, die nahe bei der des trans-o-Methylcyclopentanols liegt. Für I läßt sich wie für das cis-o-Methylcyclopentanol keine Konstante 1. Ordnung errechnen; die Geschwindigkeits-Intervall-„Konstante“ nimmt während der Reaktion ab. Eine Umlagerung I → II erfolgt dabei nicht. Als Reaktionsprodukt entsteht aus I wie aus II nur Hexahydroinden; für den aus I entstehenden Kohlenwasserstoff wurde die Δ1,2-Lage der Doppelbindung  -  Abspaltung im Sinne der HOFMANNschen Regel  -  erwiesen.  -  Eine verbesserte, potentiometrische Methode zur Ermittlung der Geschwindigkeitskonstanten wird mitgeteilt.
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  • 8
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1989 (1989), S. 833-845 
    ISSN: 0170-2041
    Keywords: Pyrethroids ; Olefins, bis(trifluoromethyl)-substituted ; Caronaldehydic acid ethyl ester, hexafluoro- ; Fenvalerate, hexafluoro- ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Synthesis of Bis(trifluoromethyl)-Substituted PyrethroidsA method for the preparation of 1,1-bis(trifluoromethyl)-substituted pyrethroids is described. For this purpose, 1,1-bis(trifluoromethyl)-substituted olefins 9 are prepared by an easy method from the aldehydes 17 with 2,2-dichlorohexafluoropropane (16) and triphenylphosphine and converted into 2,2-bis(trifluoromethyl)cyclopropanecarboxylates 5a, g, h, i by reacting with (ethoxy-carbonylmethylene)dimethylsulfurane (10). Ethyl 3-formyl-2,2-bis(trifluoromethyl)cyclopropanecarboxylate (hexafluorocaronaldehydic acid ethyl ester) (5c) is obtained from 4,4,4-trifluoro-3-(trifluoromethyl)-2-butenal diethyl acetal (9c) and the sulfurane 10. Compound 5c is an important intermediate in the preparation of the bis(trifluoromethyl)-substituted pyrethroid esters 5d-f. The hydrolysis of the esters 5a, h affords the corresponding carboxylic acids 6a, b which are converted into the pyrethroid esters 7a, b via the acyl chlorides 38 by treating with α-cyano-3-phen-oxybenzyl alcohol (39). 1-(4-Chlorophenyl)-3,3,3-trifluoro-2-(trifluoromethyl)-1-propene (9g) reacts with acetone cyanohydrin to the nitrile 47. The acyl chloride 49 obtained from the nitrile 47 via the carboxylic acid 48 is treated with α-cyano-3-phenoxybenzyl alcohol (39) to form hexafluorofenvalerate (8).
    Notes: Es wird über eine Methode zur Darstellung von 1,1-bis(trifluor-methyl)substituierten Pyrethroiden berichtet. Dazu werden 1,1-bis(trifluormethyl)substituierte Olefine 9 auf einfache Weise durch Reaktion der Aldehyde 17 mit 2,2-Dichlorhexafluorpropan (16) und Triphenylphosphan dargestellt und mit (Ethoxycarbonylmethylen)dimethylsulfuran (10) in die 2,2-Bis(trifluormethyl)cyclo-propancarbonsäureester (5a, g, h, i) übergeführt. Ausgehend von 4,4,4-Trifluor-3-(trifluormethyl)-2-butenal-diethylacetal (9c) wird durch Umsetzung mit dem Sulfuran 10 der 3-Formyl-2,2-bis(trifluormethyl)cyclopropancarbonsäure-ethylester (Hexafluorcaronaldehydsäure-ethylester) (5c) erhalten. 5c stellt eine wichtige Zwischenstufe zur Darstellung der bis(trifluormethyl)substituierten Pyrethroidester 5d-f dar. Die Hydrolyse der Esterfunktion in den Pyrethroidestern 5a, h liefert die Carbonsäuren 6a, b, die über die Säurechloride 38 und Umsetzung mit α-Cyan-3-phenoxy-benzylalkohol (39) in die entsprechenden Pyrethroidester 7a, b übergeführt werden. 1-(4-Chlorphenyl)-3,3,3-trifluor-2-(trifluor-methyl)-1-propen (9g) reagiert mit Aceton-cyanhydrin zum Nitril 47. Nach Überführung in die Carbonsäure 48 und das Säurechlorid 49 wird dieses mit α-Cyan-3-phenoxybenzylalkohol (39) zum Hexafluorfenvalerat (8) umgesetzt.
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  • 9
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: The Crystal Structure of a Bisaxial with tert-Butylacetylene Substituted Germanium Hemiporphyracinetrans-Bis(3,3-dimethyl-1-butyneyl) hemiporphyracine germanium crystallizes by sublimin furane in triclinic crystals with the space group P1 and the lattice constants a = 860.4, b = 960.7, c = 1141.6 pm; α = 74.01, β = 113.62, γ = 108.50°. The unit cell contains one centrosymmetric molecule, in which the germanium atom is surrounded in a distorted octahedral coordination by four nitrogen atoms of the hemiporphyracine ligand (Ge - N: 195.6 and 217.2 pm) and two carbon atoms of the tert-butylacetylene group (Ge - C: 193.8 pm). The germanium hemiporphyracine moiety is mostly planar.
    Notes: trans-Bis(3,3-dimethyl-1-butinyl)hemiporphyrazin-germanium kristallisiert beim Sublimieren in triklinen Kristallen, mit der Raumgruppe P1 und den Gitterkonstanten a = 860.4, b = 960.7, c = 1141.6 pm; α = 74.01, β = 113.62, γ = 108.50°. Die Elementarzelle enthält ein zentrosymmetrisches Molekül, in dem das Germaniumatom verzerrt oktaedrisch von 4 Stickstoffatomen des Hemiporphyrazinliganden (Ge - N: 195.6 und 217.2 pm) und 2 Kohlenstoffatomen der tert-Butylacetylengruppen (Ge - C: 193.8 pm) umgeben ist. Der Germaniumhemiporphyrazin-Teil ist weitgehend eben gebaut.
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  • 10
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1984 (1984), S. 1791-1797 
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Synthesis and Structure of Cyano(dihydrodibenzo[b,i][1,4,8,11]tetraazacyclotetradecinato)-cobalt(III)Cyano(dihydrodibenzo[b,i][1,4,8,11]tetraazacyclotetradecinato)cobalt(III) (CotaaCN) is formed by reaction of Cotaa with sodium cyanide and oxygen. CotaaCN crystallizes orthorhombic, space group P212121 with the cell dimensions a = 698.6 pm, b = 1466.2 pm, and c = 1553.7 pm, Z = 4. The compound is a pentacoordinated monomer with a Co—C distance of 182 pm. The IR spectrum of this monomeric compound exhibits a CN-valence frequency at 2116 cm-1.
    Notes: Cyano(dihydrodibenzo[b,i][1,4,8,11]tetraazacyclotetradecinato)cobalt(III) (CotaaCN) wird durch Umsetzung von Cotaa mit NaCN und Sauerstoff dargestellt. CotaaCN kristallisiert orthorhombisch in der Raumgruppe P212121 mit den Gitterkonstanten a = 698.6 pm, b = 1466.2 pm und c = 1553.7 pm, Z = 4. Die Verbindung liegt als pentakoordiniertes Monomer vor. Der Co—C-Abstand beträgt 182 pm. Die CN-Valenzschwingung im IR-Spektrum dieser monomeren Verbindung liegt bei 2116 cm-1.
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