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  • Organic Chemistry  (19)
  • Chemical Engineering  (5)
  • 2020-2024
  • 1975-1979  (24)
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  • 1
    Electronic Resource
    Electronic Resource
    Bildungsweisen und Solvolysen von tertiären 2-Bicyclo[2.2.1]-heptylestern (1975)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1975 (1975), S. 1690-1699 
    Details
    ISSN: 0075-4617
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Mode of Formation and Solvolyses of Tertiary 2-Bicyclo[2.2.l]heptyl EstersPreparation and solvolyses of the tertiary chlorides obtained by hydrogen chloride addition to 2-methylenenorbornane, camphene, and α- and β-fenchene are discussed. Neither these reactions nor reinvestigated reactions with fenchyl chlorides yielded any tertiary endo chlorides. The solvolysis results with p-nitrobenzoates of β-fenchene hydrates and other tertiary alcohols can be rationalized by intramolecular steric interactions without invoking charge delocalized intermediates.
    Notes: Darstellung und Solvolysen der aus 2-Methylennorbornan, Camphen, α- und β-Fenchen erhaltenen tertiären Chloride werden beschrieben. endo-Chloride konnten in keinem Fall nachgewiesen werden, auch nicht bei der Neuuntersuchung früher beschriebener Reaktionen mit Chloriden der Fenchanreihe. Die Solvolyseergebnisse mit den p-Nitrobenzoaten von endo- und exo-β-Fenchenhydrat und anderen epimeren p-Nitrobenzoaten lassen sich ohne Annahme ladungsdelokalisierter Zwischenstufen durch intramolekulare sterische Wechsel- wirkungen verstehen.
    Additional Material: 3 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.197519750916
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  • 2
    Electronic Resource
    Electronic Resource
    Chemische und pharmakologische Studien über Derivate des Benzo[de]chinolins. II. 10.Mitteilung über natürliche und synthetische Isochinolinderivate9.Mitt. [1]; dort versehentlich als 8. Mitt.Zum ehrenden Andenken an Professor Dr. Dr. h.c. Hans Schmid, der am 24.3.1977 seinen 60. Geburtstag gefeiert hätte (1977)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 60 (1977), S. 598-617 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Chemical and Pharmacological Studies on Derivatives of Benzo[de]quinoline, IISpirocompounds of type V (12-18) were synthesized by a carbenium ion cyclization reaction of the intermediates 7 and 11, respectively. 7 was prepared from 2-oxocyclopentanepropionic acid via 1, 2, and 4-6; 11 from the same starting material via 1, 2, and 8-10. - The spiro[7H-benzo[de]quinolin-7,1′-cyclohexan]-2′-one 27 and other compounds of type VI could be synthesized from the (1-isoquinolinyl)ethyl-cyclohexanone 25: 25 is hydroxylated to the hydroxyketone 26; treatment of 26 with a mixture of sulfuric acid and oleum gives 27. The structure of 27 has been proved by transformation into the known spirocyclohexane 33. - Aporphine analogues of type VII (38, 39) were synthesized from the cyclic ketone 34 via either the formylketone 35 and its methyl vinyl ketone adducts 36 and 37 or the methyl ethynyl ketone adduct 40. Compound 40 has also been cyclized to the 10-hydroxy-aporphine 42. 9 compounds of the types mentioned have been screened for hypotensive action in rats, and partly in cats and dogs. Only compound 13 · HCl proved to be (moderately) active in rats and dogs.
    Additional Material: 3 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/hlca.19770600233
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  • 3
    Electronic Resource
    Electronic Resource
    Building Blocks for the Synthesis of Maytansinoids. Preliminary Communication (1977)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 60 (1977), S. 1416-1418 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The dienal 14 and the ketone 19, both potential building blocks of maytansinoids, were synthesized starting from ethyl vanillate (2) via the aldehyde 9. It could be shown in a preliminary experiment that the dienal 14 can be coupled with 2-lithio-1,3-dithiane to afford compound 16 which exhibits the correctly substituted aromatic part of maytansine as well as its C(9) to C(15) moiety.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/hlca.19770600433
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  • 4
    Electronic Resource
    Electronic Resource
    Organische Phosphorverbindungen. X. [1]Quantitative Untersuchungen über das Alkylierungsvermögen mehrfach kernsubstituierter O,O-Dimethyl-O-phenyl-phosphate und -thiophosphate (1977)
    New York, NY : Wiley-Blackwell
    Journal für Praktische Chemie/Chemiker-Zeitung 319 (1977), S. 862-870 
    Details
    ISSN: 0021-8383
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Organic Phosphorus Compounds. X. Quantitative Studies on the Alkylation Capacity of Polysubstituted O-Phenyl O,O-Dimethyl Phosphates and ThiophosphatesThe alkylation capacity of polysubstituted O-phenyl-O, O-dimethyl phosphates and thiophosphates towards tertiary amines can be described quantitatively using the HAMMETT′S substituent constants σ by multiparameter equations which are reducable to lg k2 = lg k0 + ϱ · Σσ with σortho = σpara (r = 0,976-0,999). Satisfactory results are obtained by correlation of the rate constants with the pKa-values of the phenolic ester components, whereas the chemical shift δCH3O of the ester group in the case of m,p-substituted compounds is only partly or  -  with the inclusion of orthoderivatives  -  little suited as correlation parameter.
    Notes: Das Alkylierungsvermögen mehrfach kernsubstituierter O,O-Dimethyl-O-phenyl-phosphate und -thiophosphate gegenüber tertiären Aminen läßt sich unter Verwendung der HAMMETTSCHEN Substituentenkonstanten σ quantitativ durch Mehrparametergleichungen beschreiben, die zu lg k2 = lg k0 + ϱ · Σσ mit σortho = σpara vereinfacht werden können (r = 0,976-0,999). Befriedigende Ergebnisse liefert die Korrelation der Geschwindigkeitskonstanten mit den pKa-Werten der phenolischen Esterkomponenten, während die chemische Verschiebung δCH3O der Estergruppe als Korrelationspartner für m, p-substituierte Verbindungen nur bedingt und bei Einbeziehung von ortho-Derivaten wenig geeignet ist.
    Additional Material: 7 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/prac.19773190605
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  • 5
    Electronic Resource
    Electronic Resource
    Reaktionen von 2,3-Dichlormaleinimiden mit methylenaktiven Verbindungen (1979)
    New York, NY : Wiley-Blackwell
    Journal für Praktische Chemie/Chemiker-Zeitung 321 (1979), S. 787-796 
    Details
    ISSN: 0021-8383
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Reactions of 2,3-Dichloromaleimides with Methyleneactive Compounds2,3-Dichloromaleimides 1 react with activated methylene compounds mainly under monosubstitution to give 2-6. Replacement of the second chloroatom gives 2,3-disubstituted maleimides 9-15 and stable ylides 16-27 with pyridine and triphenylphosphine, respectively. A general synthesis for such maleimid-ylides was found in a one-batch reaction from 2,3-dichloromaleimides 1 with methyleneactive compounds and pyridine or triphenylphosphine.
    Additional Material: 3 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/prac.19793210510
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  • 6
    Electronic Resource
    Electronic Resource
    Organische Phosphorverbindungen. VII. Zur Anwendung linearer Freie-Energie-Beziehungen auf das Alkylierungsvermögen von Phosphon- und Phosphorsäureestern (1975)
    New York, NY : Wiley-Blackwell
    Journal für Praktische Chemie/Chemiker-Zeitung 317 (1975), S. 733-744 
    Details
    ISSN: 0021-8383
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Zur Erfassung quantitativer Zusammenhänge zwischen Struktur und Alkylierungsvermögen verschiedener O, O-Dimethyl-alkanphosphonate und O, O-Dimethyl-O-alkyl-phosphate werden ihre Umsetzungen mit Trimethylamin bei 100 °C kinetisch verfolgt und die ermittelten Reaktionsgeschwindigkeiten zusammen mit Literaturdaten nach der TAFT-Beziehung unter Verwendung der Substituenten-Konstanten σ* und σP ausgewertet.Die Einführung elektronenziehender Substituenten erhöht erwartungsgemäß die Geschwindigkeit der untersuchten SN2-Reaktionen, in Übereinstimmung damit sind die erhaltenen Reaktionskonstanten ϱ* bzw. ϱP positiv. Unter Verwendung der für phosphororganische Verbindungen spezifischen ϱP-Konstanten läßt sich das Alkylierungsvermögen von Phosphon- und Phosphorsäureestern mit einer einzigen Geradengleichung beschreiben:\documentclass{article}\pagestyle{empty}\begin{document}$$ {\rm lg\, k}_{\rm 2} = - 2,519 + 1,350 \cdot \sigma ^{\rm P}\quad (r = 0,932) $$\end{document}.Benutzt man dagegen die polaren Substituentenkonstanten σ*, so ergeben sich für beide Strukturtypen getrennte lineare Abhängigkeiten: ϱPhosphonat* = 1,203 (r = 0,986); ϱPhosphonat* = 2,765 (r = 0,989). Die an das zentrale Phosphoratom gebundenen Substituenten beeinflussen demnach das Alkylierungsvermögen der untersuchten Ester nicht nur durch induktive Effekte, sondern auch über mögliche pπ-dπ-Wechselwirkungen.
    Additional Material: 4 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/prac.19753170505
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  • 7
    Electronic Resource
    Electronic Resource
    Organische Phosphorverbindungen. VI. Quantitative Untersuchungen über das Alkylierungsvermögen kernsubstituierter O, O-Dimethyl-O-phenyl-phosphate und -thiophosphate (1975)
    New York, NY : Wiley-Blackwell
    Journal für Praktische Chemie/Chemiker-Zeitung 317 (1975), S. 721-732 
    Details
    ISSN: 0021-8383
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Zur quantitativen Beschreibung des Alkylierungsvermögens kernsubstituierter O,O-Dimethyl-O-phenyl-phosphate und -thiophosphate werden die Reaktionsgeschwindigkeiten ihrer Umsetzungen mit Trimethylamin und 4-(4-Nitrobenzyl)-pyridin (NBP) ermittelt und in Beziehung zu den Hammettschen Substituentenkonstanten σ, IR- und NMR-Daten sowie zu pKa-Werten gesetzt.Gute Korrelationen ergeben sich sowohl mit den Substituentenkonstanten σ insbesondere den σ°-Konstanten, als auch mit den chemischen Verschiebungen δCH3O der Estergruppierung. Die ermittelten Reaktionskonstanten ϱ bzw. ϱ° zeigen die Erhöhung des Alkylierungspotentials durch elektronenziehende Substituenten.Eine für praktische Belange brauchbare Abschätzung des Alkylierungsvermögens gelingt mittels δOH, vOH oder der pKa-Werte der phenolischen Esterkomponente als Korrelierungsparameter, während sich hierzu die Valenzschwingungen vP—O—Caryl nur bedingt und die 31P-Verschie-bungen nicht eignen.
    Additional Material: 2 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/prac.19753170504
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  • 8
    Electronic Resource
    Electronic Resource
    Organische Phosphorverbindungen. VIII. Zur Solvolyse von Desmethyltrichlorphon (2,2,2-Trichlor-1-hydroxy-äthanphosphonsäuremonomethylester) (1977)
    New York, NY : Wiley-Blackwell
    Journal für Praktische Chemie/Chemiker-Zeitung 319 (1977), S. 391-398 
    Details
    ISSN: 0021-8383
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Organic Phosphorus Compounds. VIII. The Solvolysis of Desmethyltrichlorphone (2,2,2-Trichloro-1-hydroxy-ethanephosphonic Acid Monomethyl Ester)Desmethyltrichlorphone 3, an in vivo metabolite of the insecticide Trichlorphone 1, decomposes in aqueous solution to give monomethyl phosphate and dichloroacetaldehyde by a fragmentation and not - as hitherto supposed - by a rearrangement to desmethyl-DDVP 4 and its subsequent cleavage. In the same way desmethyl compounds of other Trichlorphone derivatives undergo fragmentation. In addition to the latter, 3 undergoes an HCl-elimination to the hydrate 19 of the 2,2-dichloro-1-oxo-ethanephosphonic acid monomethyl ester.
    Notes: Desmethyltrichlorphon 3, ein in vivo entstehender Metabolit des Insektizides Trichlorphon 1, unterliegt in wäßriger Lösung einer Fragmentierung zu Monomethylphosphat und Dichloracetaldehyd und nicht - wie bisher vermutet - einer der Trichlorphon-DDVP-Umlagerung analogen Reaktion zum Desmethyl-DDVP 4 und dessen nachfolgender Spaltung. In gleicher Weise fragmentieren die Desmethylverbindungen anderer Wirkstoffe vom Trichlorphon-Typ. Parallel zur Fragmentierung erfährt 3 eine HCl-Eliminierung zum Hydrat 19 des 2,2-Dichlor-1-oxo-äthan-phosphonsäuremonomethylesters.
    Additional Material: 1 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/prac.19773190307
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  • 9
    Electronic Resource
    Electronic Resource
    Polyphosphazenes: Synthesis - properties - applications (1975)
    Stamford, Conn. [u.a.] : Wiley-Blackwell
    Polymer Engineering and Science 15 (1975), S. 321-338 
    Details
    ISSN: 0032-3888
    Keywords: Chemistry ; Chemical Engineering
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology , Mechanical Engineering, Materials Science, Production Engineering, Mining and Metallurgy, Traffic Engineering, Precision Mechanics , Physics
    Notes: Various aspects of polyphosphazene chemistry are reviewed. Stable poly (organophosphazenes) can be prepared from an inorganic precursor, poly(dichlorophosphazene), by careful control of polymerization and substitution reaction conditions. The bulk structure and properties of polyphosphazenes are discussed, and attention is given to those polymers which have promise as useful engineering materials. The successful preparation of stable poly(organophosphazenes) appears to have resulted in a new class of polymers for both specialty and large scale commercial development.
    Additional Material: 7 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/pen.760150502
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  • 10
    Electronic Resource
    Electronic Resource
    Transition behavior and phase segregation in TDI polyurethanesPresented part at the American Chemical Society Meeting. Philadelphia (1975). (1977)
    Stamford, Conn. [u.a.] : Wiley-Blackwell
    Polymer Engineering and Science 17 (1977), S. 73-80 
    Details
    ISSN: 0032-3888
    Keywords: Chemistry ; Chemical Engineering
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology , Mechanical Engineering, Materials Science, Production Engineering, Mining and Metallurgy, Traffic Engineering, Precision Mechanics , Physics
    Notes: Prior studies of two series of segmented polyurethanes based on 2, 4 toluene cliisocyanate (2, 4 TDI) or 2, 8 TDI, butanediol, and a 1000 molecular weight polytetramethyleneoxide (PTMO-1000) soft segment revealed a rapid increase in soft segment glass transition temperature (Tg) with increasing urethane content in the 2, 4 TDI series. The change in Tg couldbe correlated with estimates of hard segment-soft segment phase mixing obtained by infrared analysis of the urethane NH and carbonyl bands. In the present paper, the infrared data have been reevaluated using improved procedures for resolving the carbonyl band into H-bonded and nonbonded components, and the relation between the estimated extent of phase mixing and Tg has been reexamined. The transition behavior in an extensive series of related polymers has also been determined, including 2, 4 TDI arid 2, 6 TDI samples with PTMO2000 as well as polybutyleneadipate (PBA-1000 and PBA-2000) soft segments. The results indicate the effectiveness, of increased soft segment molecular weight in promoting phase segregation, imply that much greater phase mixing occurs in polyester than polyether samples, suggest that anchoring the ends of the soft segments has only a small effect on Tg, and provide some evidence that H-bonding not only increases Tg but can also impede soft segment crystallization.
    Additional Material: 9 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/pen.760170203
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