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  • Wiley-Blackwell  (51)
  • 1985-1989  (27)
  • 1970-1974  (18)
  • 1960-1964  (6)
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  • 1
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Journal of High Resolution Chromatography 9 (1986), S. 607-608 
    ISSN: 0935-6304
    Keywords: Racemic resolution ; Chiral cavities ; Polymer imprinted with template ; Chiral stationary phases ; Temperature effect in racemic resolution ; Chemistry ; Analytical Chemistry and Spectroscopy
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Additional Material: 1 Ill.
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  • 2
    ISSN: 0025-116X
    Keywords: Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology , Physics
    Notes: The effect of the nature of the crosslinking agents in template-imprinted polymers on the selectivity during racemic resolution was investigated. Ethylene dimethacrylate was found to be the best crosslinking agent. The highest selectivity was achieved with polymers which have been prepared with 70-95% crosslinking agent in the monomeric mixture. A new optically active crosslinking agent, 1,4;3,6-dianhydro-D-sorbitol 2,5-dimethacrylate, was synthesized and was used for the preparation of template-imprinted polymers. Interpenetrating networks consisting of two different crosslinking systems did not bring about any significant improvement in selectivity for racemic resolution. A strong temperature effect for racemic resolution was observed; an ethylene dimethacrylate-crosslinked, template-imprinted polymer showed an optimum selectivity at 75°C with a ratio of distribution coefficients of the D- and L-isomers of α = 4,56 for the separation of the racemate of the template.
    Additional Material: 1 Ill.
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  • 3
    Electronic Resource
    Electronic Resource
    New York : Wiley-Blackwell
    Die Makromolekulare Chemie 188 (1987), S. 741-748 
    ISSN: 0025-116X
    Keywords: Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology , Physics
    Notes: The influence of the structure of the binding sites in template-imprinted polymers on the selectivity for racemic resolution was investigated, taking boronic acids as the binding sites. A number of different polymerizable boronic acids, possessing varying degrees of flexibility between the polymerizable double bond and the boron, were synthesized and were bound to the phenyl α-D-mannopyranoside template. After polymerizing to highly crosslinked polymers and splitting off the template, the selectivity for racemic resolution of the racemate of the template was investigated. An inverse relationship between the flexibility of the binding sites and the selectivity for racemic resolution was observed.
    Additional Material: 1 Ill.
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  • 4
    ISSN: 0025-116X
    Keywords: Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology , Physics
    Notes: The suitability of a variety of newly prepared polymerizable a-amino acid derivatives for the preparation of template-imprinted polymers was investigated. The polymerizable binding sites were attached to the α-amino acid template via azomethine, carboxylic ester or boronic ester linkages. Macroporous polymers containing these monomers were prepared. The extent to which the templates could be split off from the polymer, the degree of racemization of the a-amino acids during polymerization and cleavage as well as the degree of rebinding to the polymers were studied.
    Additional Material: 2 Tab.
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  • 5
    ISSN: 0025-116X
    Keywords: Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology , Physics
    Notes: The asymmetric synthesis of a-amino acids within chiral cavities of special crosslinked polymers was investigated. Chiral cavities prossessing definite shapes and specific arrangements of the functional groups were obtained by preparation of crosslinked polymers in the presence of suitable templates. Best results with an enantiomeric excess of 36% were obtained by using a polymer which was imprinted by L-DOPA. The cavities contained a salicylaldehyde and a phenylboronic acid moiety each. L-Threonine was prepared by reaction of the polymer bound anion of a salicylideneglycine nickel complex with acetaldehyde.
    Additional Material: 3 Tab.
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  • 6
    Electronic Resource
    Electronic Resource
    New York : Wiley-Blackwell
    Die Makromolekulare Chemie 188 (1987), S. 2847-2856 
    ISSN: 0025-116X
    Keywords: Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology , Physics
    Notes: Optically active poly(styrene-co-methyl methacrylate) and poly(styrene-co-methacrylonitrile) were obtained by means of asymmetric copolymerization of 3,4-cyclohexylidene-D-mannitol-1,2; 5,6-bis{O-[(4-vinylphenyl)boronate]} (1) with methyl methacrylate and methacrylonitrile, respectively, removal of the D-mannitol template and splitting off boric acid from the resulting copolymers. By polymer analogous reactions, various functional groups were introduced to obtain optically active functional vinyl copolymers. The polymers were characterized by spectral and other analytical methods.
    Additional Material: 4 Tab.
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  • 7
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: On Glycosides with Lactone-forming Aglycones, III. On Parasorboside, the Glycosidic Precursor Parasorbic Acid, from Berries of Mountain AshFrom the bitter tasting fruits of the mountain ash (Sorbus aucuparia L.) parasorboside (2) was isolated, presenting the glycosidic precursor of parasorbic acid (1). The structure of 2 was determined as (3S:5S)-3-(β-D-Glucopyranosyloxy)-5-hexanolide.  -  On treatment of the plant material with methanol or ethanol further glycosides 5 and 6 were formed from 2 by esterification of the carboxyl group of the opened lactone ring. Enzymatic hydrolysis produced the yet unknown aglycones (3S:5S)-3-hydroxy-5-hexanolide (4) (from 2) and methyl (3S:5S)-3.5-dihydroxyhexanoate (10) (from 5).
    Notes: Aus den bitter schmeckenden Früchten der Eberesche (Sorbus aucuparia L.) wurde Parasorbosid (2), der glykosidische Vorläufer der Parasorbinsäure (1), isoliert. Die Struktur von 2 wurde als (3S:5S)-3-[β-D-Glucopyranosyloxy]-hexanolid-(5.1) bestimmt. Bei der Aufarbeitung des Pflanzenmaterials mit Methanol bzw. Äthanol entstanden weitere Glucoside 5 und 6 als Folgeprodukte von 2 durch Veresterung der Carboxylfunktion des geöffneten Lactonringes. Enzymatische Spaltung lieferte die bisher unbekannten Aglykone (3S:5S)-3-Hydroxy-hexanolid-(5.1) (4) (aus 2) und (3S:5S)-3.5-Dihydroxy-hexansäure-methylester (10) (aus 5).
    Additional Material: 2 Tab.
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  • 8
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 105 (1972), S. 1097-1110 
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Studies on Glycoside Synthesis, IV. Novel Silver Salts in Glycoside SynthesisThe glykosylation of steroid alcohols (e.g. 4, and 9-12, R==OH) with cis-halogenoses in the presence of various silver salts was investigated. In many cases the silver salts of 2-, 3-, and 4-hydroxyalkanoic acids as well as of 1.3- and 1.4-dicarboxylic acids proved to be superior to the commonly used Ag2CO3 or Ag2O. Good yields (5, 7-12) were obtained in cases in which neighbouring group effects within the anion limit the formation of 1-O-acylglycoses in favour of glycoside formation. The reaction takes place most readily in diethyl ether and is well suited for the glycosylation of chemically sensitive alcohols.
    Notes: Bei der Glykosylierung von Steroidalkoholen (u.a. 4 und 9-12, R == OH) mit cis-Halogenosen in Gegenwart verschiedener Silbersalze erwiesen sich die von 2-, 3-und 4-Hydroxy-carbonsäuren sowie von 1.3- und 1.4-Dicarbonsäuren den üblichen Salzen in vielen Fällen als überlegen. Gute Ausbeuten (an 5, 7-12) wurden dann erhalten, wenn im Anion des Silbersalzes durch eine Nachbargruppenbeziehung die Bildung der 1-O-Acyl-glucose zugunsten der Glykosidbidung eingeschränkt ist. Die Reaktion verläuft in Diäthyläther am besten und ist besonders auch zur Glykosylierung von chemisch empfindlichen Alkoholen gut geeignet.
    Additional Material: 4 Tab.
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  • 9
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 105 (1972), S. 1122-1132 
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Studies on Glycoside Synthesis, VI. Kinetic Investigations on the Mechanism of the Koenigs-Knorr ReactionTreatment of 2.3.4.6-tetra-O-acetyl-α-D-glucopyranosyl bromide with alcohols in ether in the presence of Ag2CO3 results in three different discernible reactions. A fast initial reaction with a part of the Ag2CO3 proceeds even in the absence of an alcohol, followed by a slowly progressing reaction. On the other hand in the presence of an alcohol the above-mentioned reactions are accompanied by the glucosylation of the alcohol. In this reaction 2.3.4.6-tetra-O-acetyl-α-D-glucopyranosyl bromide and the alcohol participate in the rate-determining step. Analogous reactions occur in the presence of other insoluble silver salts of special structure. Studies on these problems and the conclusions derived are discussed in detail. A special type of synchronous mechanism on the surface of the silver salt is proposed.
    Notes: Bei der Umsetzung von α-Acetobromglucose mit Alkoholen in Diäthyläther in Gegenwart von Ag2CO3 sind drei verschiedene Reaktionen unterscheidbar. Auch in Abwesenheit von Alkohol läuft eine schnelle Anfangsreaktion mit einem Teil des Ag2CO3 ab. Es schließt sich eine langsame Weiterreaktion an. Bei Anwesenheit von Alkohol kommt es neben den vorgenannten Reaktionen zur Glucosylierung des Alkohols, an der α-Acetobromglucose und der Alkohol im geschwindigkeitsbestimmenden Schritt der Reaktion beteiligt sind. Analog verläuft die Reaktion in Gegenwart anderer unlöslicher Silbersalze von bestimmter Struktur. Die Problematik und die Folgerungen dieser Ergebnisse werden eingehend diskutiert, und ein besonderer Synchron-Mechanismus an der Silbersalzoberfläche wird vorgeschlagen.
    Additional Material: 2 Ill.
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  • 10
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 107 (1974), S. 3364-3376 
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Polymers of Enzyme-Analogous Structure, III On the Synthesis of Polymerizable Derivatives of D-Glyceric AcidAs starting materials for the introduction of functional groups into polymers in a given spatial relationship a number of polymerizable derivatives of D-glyceric acid were prepared, including D-glyceric (p-vinylanilide) 2,3-O-(p - vinylphenylboronate) (1a). In addition compounds derived from 1a have been prepared in which the amido and the boronate groups are separated from the benzene ring by a spacer of a ethylene group (6,7, and 8). Furthermore the p-vinylphenylboronates of D-glyceric acid esters of methanol (11a), n-octanol (11b), benzyl alcohol (11c), and p-nitrobenzyl alcohol (11d) have been prepared.
    Notes: Als Ausgangssubstanzen zur Einfuhrung von funktionellen Gruppen in Polymere in vorgegebener Nachbarschaftsbeziehung wurden eine Reihe von polymerisierbaren D-Glycerinsäurederivaten synthetisiert, u. a. D-Glycerinsäure-(p-vinylanilid)-2,3-O-(p-vinylphenylboronat) (1a) sowie von 1a abgeleitete Homologe mit einer Äthylengruppe zwischen der Amido- bzw. der Boronatgruppe und dem Benzolring (6, 7 und 8). Außerdem wurden die p-Vinyl-phenylboronate der D-Glycerinsäureester des Methanols (11a), des n-Octanols (11b), des Benzylalkohols (11c) und des p-Nitrobenzylalkohols (11d) dargestellt.
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