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  • Electronic Resource  (7)
  • stereospecific polymerization  (3)
  • 4-acetoxy-2-azetidinone  (2)
  • Inorganic Chemistry  (2)
  • carbapenem  (2)
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Material
  • Electronic Resource  (7)
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Keywords
  • 1
    Electronic Resource
    Electronic Resource
    Optical Resolution of [2,2]Paracyclophanes by High-Performance Liquid Chromatography on Tris(3,5-dimethylphenylcarbamates) of Celllulos and Amylose (1990)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 123 (1990), S. 841-845 
    Details
    ISSN: 0009-2940
    Keywords: Resolution, optical / Stationary phase, Chiral / Anylose carbamates / Celluslose carbamates / [3.2]Paracyclophanes, functionalized ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Optical resolution of 22 [2,2]paracyclophane derivatives was examined by high-performance liquid chromatography (HPLC) using tris(3,5-dimethylphenylcarbamates) of cellulose and amylose as chiral stationary phases. Most compounds were completely separated into enantiomers at least on one of the stationary phases. The preparation of hte new cyclophane derivatives 10, 11, 12, 14, 16, and 19 as wel as a new procedure for the synthesis of 4-fluoro-[2,2]paracyclophane (3) are described.
    Additional Material: 2 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19901230432
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    Paper (German National Licenses)
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  • 2
    Electronic Resource
    Electronic Resource
    Nitro- und Allyloxy-substituierte helicale [2.2]Metacyclophane: Synthese, Circulardichroismus und Röntgen-Kristallstrukturanalysen (1991)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 124 (1991), S. 1585-1590 
    Details
    ISSN: 0009-2940
    Keywords: Charge transfer ; Circular dichroism ; Helical molecules ; [2.2]Metacyclophanes ; Structure-chiroptic relationships ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Nitro- and Allyloxy-Substituted Helical [2.2]Metacyclophanes: Synthesis, Circular Dichroism and Crystal StructuresThe preparations of the title compound 3a, intraannularly nitro-functionalized, of the extraannularly substituted reference compound 3b, and of the sulfone 4 are described. Enantiomeric resolution of these helical phanes was accomplished on (+)-PTrMA and cellulose tris(3,5-dimethylphenyl)carbamate by HPLC. Racemization of the enantiomers of 3b is faster than that of the previously reported extraannularly substituted phanes. The crystal structure of 3a as well as that of the allyl ether 3d show severe distortions of the benzene rings; the CD spectrum of 3a is pointing at an intramolecular charge-transfer complex, an effect that cannot be evaluated from the CD spectrum of 3b.
    Additional Material: 4 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19911240719
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    Paper (German National Licenses)
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  • 3
    Electronic Resource
    Electronic Resource
    Stereospecific polymerization of benzyl α-(alkoxymethyl) acrylates (1997)
    Bognor Regis [u.a.] : Wiley-Blackwell
    Journal of Polymer Science Part A: Polymer Chemistry 35 (1997), S. 721-726 
    Details
    ISSN: 0887-624X
    Keywords: benzyl α-(alkoxymethyl)acrylate ; stereospecific polymerization ; anionic polymerization ; isotactic polymer ; tacticity ; Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: α-(Alkoxymethyl) acrylates, such as methyl α-(phenoxymethyl) acrylate, benzyl α-(methoxymethyl)acrylate (BMMA), benzyl α-(benzyloxymethyl)acrylate, and benzyl α-(tert-butoxymethyl)acrylate, were synthesized, and their polymerizability and the stereoregularity of the polymers obtained by radical and anionic methods were investigated. The radically obtained polymers were found to be atactic by 13C- and 1H-NMR analyses, but the polymers obtained with lithium reagents in toluene at -78°C were highly isotactic. Further, it is noteworthy that isotactic polymers were also produced with lithium reagents even in tetrahydrofuran. Effects of polymerization temperature and counter cation on stereoregularity were clearly observed in the polymerization of BMMA, and a potassium reagent afforded an almost atactic polymer. © 1997 John Wiley & Sons, Inc. J Polym Sci A: Polym Chem 35:721-726, 1997
    Additional Material: 6 Ill.
    Type of Medium: Electronic Resource
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    Paper (German National Licenses)
  • 4
    Electronic Resource
    Electronic Resource
    Optical resolution of β-lactams on 1-phenylethylcarbamates of cellulose and amylose (1992)
    New York, NY [u.a.] : Wiley-Blackwell
    Chirality 4 (1992), S. 122-124 
    Details
    ISSN: 0899-0042
    Keywords: 4-acetoxy-2-azetidinone ; antibiotics ; carbapenem ; HPLC ; chiral stationary phases ; cellulose tris(1-phenylethylcarbamate) ; amylose tris(1-phenylethylcarbamate) ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Optical resolution of six β-lactams was examined by HPLC using chiral stationary phases consisting of tris((R)-, (RS)-, and (S)-1-phenylethylcarbamate)s of cellulose and amylose. All β-lactams were optically resolved at least by one of the carbamates. Amylose tris((S)-1-phenylethylcarbamate) showed high optical resolving abilities for some β-lactams.
    Additional Material: 4 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/chir.530040210
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  • 5
    Electronic Resource
    Electronic Resource
    Stereospecific anionic polymerization of chiral benzyl α-[(1-phenylethoxy)methyl]acrylate (1998)
    New York, NY [u.a.] : Wiley-Blackwell
    Chirality 10 (1998), S. 711-716 
    Details
    ISSN: 0899-0042
    Keywords: stereospecific polymerization ; chiral α-substituted acrylate ; stereoregularity ; chiroptical property ; isotactic polymer ; regular arrangement ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: A novel chiral monomer, benzyl α-[(1-phenylethoxy)methyl]acrylate was synthesized, and the stereoregularity and chiroptical property of the polymers obtained by radical and anionic polymerizations were investigated. Anionic polymerization in toluene provided a polymer with high isotacticity regardless of optical purity of the monomer and difference of counter cations, Li+ and Mg2+, while radical polymerization appears to yield an atactic polymer. The isotactic copolymers anionically obtained from a mixture of (R)- and (S)-monomers showed peak splitting probably due to the triad arrangement of (R) and (S) groups of side chains in the resonance of 13C-NMR spectra. The isotactic polymer prepared from enantiomerically pure (R)-monomer ([α] 25 365 = +157°) with n-BuLi in toluene exhibited higher specific rotation ([α] 25 365 = +262°) than that of the radical polymer ([α] 25 365 = +162°). This may be explained by regular arrangement of optically active groups along the polymer chain of the isotactic polymer. Chirality 10:711-716, 1998. © 1998 Wiley-Liss, Inc.
    Additional Material: 7 Ill.
    Type of Medium: Electronic Resource
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    Paper (German National Licenses)
  • 6
    Electronic Resource
    Electronic Resource
    Helix-sense-selective polymerization of diphenyl-2-pyridylmethyl methacrylate with chiral anionic initiators (1991)
    New York, NY [u.a.] : Wiley-Blackwell
    Chirality 3 (1991), S. 277-284 
    Details
    ISSN: 0899-0042
    Keywords: asymmetric polymerization ; stereospecific polymerization ; optically active polymer ; helix ; (+)-tartaric acid ; L-proline ; (+)-(S)-2-(1-pyrrolidinylmethyl)pyrrolidine ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Polymerization of diphenyl-2-pyridylmethyl methacrylate was carried out with the complexes of organolithium compounds with 22 chiral ligands. Helix-sense-selectivity of the polymerization was largely affected by a slight structural difference of chiral ligands. (+)-(S)-2-(1-Pyrrolidinylmethyl)pyrrolidine was the most effective ligand in producing a one-handed helical polymer with narrow molecular weight distribution.
    Additional Material: 3 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/chir.530030411
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  • 7
    Electronic Resource
    Electronic Resource
    Optical resolution of β-lactams by chiral HPLC on tris(phenylcarbamate)s of cellulose and amylose (1989)
    New York, NY [u.a.] : Wiley-Blackwell
    Chirality 1 (1989), S. 216-222 
    Details
    ISSN: 0899-0042
    Keywords: 4-acetoxy-2-azetidinone ; antibiotics ; carbapenem ; chiral stationary phases ; cellulose tris(phenylcarbamate) ; amylose tris(3,5-dimethylphenylcarbamate) ; CD spectra ; absolute configuration ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Separation and optical resolution of 6 diastereomers and 25 racemates of β-lactams were examined by HPLC on chiral stationary phases composed of six cellulose and one amylose tris(phenylcarbamate) derivatives. Most β-lactams were optically resolved at least by one of the derivatives. The absolute configuration of β-lactams was estimated by CD spectroscopy.
    Additional Material: 2 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/chir.530010307
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