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  • 1
    Electronic Resource
    Electronic Resource
    Adamantan als Baustein neuer Araliphane Synthese, Spektroskopie und Kristallstrukturen (1991)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 124 (1991), S. 915-922 
    Details
    ISSN: 0009-2940
    Keywords: Adamantane ; Adamantanophanes ; Cyclophanes ; Medium-membered rings ; Sulfone pyrolysis ; Phanes ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Adamantane as a Building Block of New Araliphanes - Synthesis, Spectroscopy, and Crystal StructuresExchange of benzene units for aliphatic building blocks in cyclophanes leads to new molecules of the “araliphane” type. With adamantane the araliphanes 2 - 4 are synthesized. Their stereochemical behavior as shown by NMR studies and X-ray crystallographic analyses differs significantly from that of their aromatic counterparts. The signals of the intraannular adamantane hydrogens are strongly shifted upfield up to δ=- 2.18 (in 2). 4 is obtained as a racemic mixture of enantiomers (in the crystalline state) and shows a boat-like deformation of the benzene moiety.
    Additional Material: 2 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19911240436
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  • 2
    Electronic Resource
    Electronic Resource
    Deformierte chirale [n]Metacyclophane (1994)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 127 (1994), S. 759-765 
    Details
    ISSN: 0009-2940
    Keywords: Chirality ; Circular dichroism ; Conformational mobility ; Cyclophanes ; [n]Phanes ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Deformed Chiral [n]MetacyclophanesThe new dithiametacyclophane 3c and the thiaazametacyclophanes 6a, b are chiral, but do not contain chirality centres. They are obtained by cyclization of 1,3-propanedithiol (2), or of the thiaza precursors 5a, b, with the bis(bromomethyl) compounds 1, 4a, b. The dynamic behaviour of the aliphatic chains in 3c, and 6a, b (flipping/rotation) have been studied by dynamic NMR. X-ray analyses of 3c and 6a document the out-of-plane deformation of the boat-shaped benzene ring. The circular dichroism of enantiomer-enriched 3c is reported.
    Additional Material: 2 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19941270427
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  • 3
    Electronic Resource
    Electronic Resource
    Neue [m.n]Cyclophane durch sukzessive Ketonpyrolyse (1993)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 126 (1993), S. 2477-2482 
    Details
    ISSN: 0009-2940
    Keywords: Pyrolysis ; Decarbonylation ; Ketone pyrolysis, successive ; Cyclophanes ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: New [m.n]Cyclophanes by Successive Ketone PyrolysisThe new cyclophane ketones 7, 10, 11, 13, 14, and 16 and the known hydrocarbons 8 and 15 are obtained by successive thermal elimination of carbon monoxide with C-C bond formation from the known [3n]cyclophane(ones)n and the new terphenylophanedione 4. X-ray structure analyses of the ketones 3 and 4 and the anti-isomer of the ketone 7a are performed.
    Additional Material: 4 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19931261122
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  • 4
    Electronic Resource
    Electronic Resource
    Verklammerte Tolane (1992)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 125 (1992), S. 2533-2538 
    Details
    ISSN: 0009-2940
    Keywords: Alkynes, strained ; Cyclophanes ; Cyclopropenylium cation ; Tolanophanes ; Wittig reaction ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The tolanophanes 1, 2 and 3 are prepared by Wittig cyclization reactions. The corresponding “stilbenophanes” 21 and 13 are also isolated. The X-ray structure analysis of 1 revealed a bending of the acetylene triple bond by 11 degrees. Attempts to aim at the “superphane” 23 by reaction with transition metal complex catalysts were unsuccessful; reaction with phenyl-carbene lead to the cyclopropenyl cation 22.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19921251128
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  • 5
    Electronic Resource
    Electronic Resource
    Gürtelförmige Moleküle mittels repetitiver Synthesestrategie (1994)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 127 (1994), S. 767-777 
    Details
    ISSN: 0009-2940
    Keywords: Azaphanes ; Cyclophanes ; Macrocycles ; Molecular belts ; Multistep strategy ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Belt-Shaped Molecules by a Repetitive Synthetic StrategyBelt-shaped molecules of the general type 2 containing up to five benzene ring units (cf. 37) have been synthesized by macrocyclisation reactions of ribbon-shaped precursors. An intermolecular cyclization step generates the macroheterocycles 38 and 40. The fourfold-bridged cyclophane 36 are prepared by intra-and intermolecular cyclization reactions. The X-ray structure analyses of 14, 16, 22, 23, 28, and 36 show S-shaped conformations of the molecules.
    Additional Material: 5 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19941270428
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  • 6
    Electronic Resource
    Electronic Resource
    Konkave Makroheterocyclen (1993)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 126 (1993), S. 1713-1721 
    Details
    ISSN: 0009-2940
    Keywords: Concave molecules ; Cyclophanes ; High-dilution principle ; Macrocycles ; Spheriphanes ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Concave MacroheterocyclesMacrocyclic compounds of the general type 2 having a spherical shape and a molecular cavity have been synthesized. A „fold and paste“-type cyclization step generates the macroheterocycles 4, 10, 11, 14, and 21. Since this approach is difficult to apply for O-substituted derivatives, the „spheriphane“ 24 was synthesized by intermolecular cyclizaiton. The X-ray structure analysis of 11 shows intermolecular interactions („dimer formation“) in the crystal.
    Additional Material: 5 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19931260731
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  • 7
    Electronic Resource
    Electronic Resource
    Auf dem Weg zu makrocyclischen para-Phenylenen (1993)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 126 (1993), S. 1723-1732 
    Details
    ISSN: 0009-2940
    Keywords: Cyclohexanes ; Cyclohexanones ; Cyclophanes ; Macrocycles ; Paracyclophanes ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: On the Way to Macrocyclic para-PhenylenesStrategies are presented to synthesize the hitherto unknown [On]Paracyclophanes 1. Open chain belt-type molecules based on 1,4-connected carbocyclic six-membered rings were prepared. Functionalization of the outer rings in 4-position is the prerequisite for cyclization or lengthening of the molecular belts. In order to obtain the macrocyclic target molecules 1, well preorganized cis-isomers of 1,4-disubstituted cyclohexanes were prepared. X-ray structural analyses reveal the static stereochemistry of the intermediates 8, 9, 17, 18, and 24. The macrocyclic hydrocarbon 29 containing five cyclohexylidene units was detected.
    Additional Material: 3 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19931260732
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  • 8
    Electronic Resource
    Electronic Resource
    Intra- und extraannular funktionalisierte [2.2.2]Phane mit Dreifachbindung: Synthese und Eigenschaften (1991)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 124 (1991), S. 1223-1227 
    Details
    ISSN: 0009-2940
    Keywords: Cesium effect ; Clathrate ; Cyclophanes ; Acetylene, diphenyl ; Rigid-group principle ; Tolane ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Intra- and Extraannularly Functionalized [2.2.2]Phanes: Syntheses and PropertiesThe severely strained new cyclophanes 7b-f, consisting of bridged tolane subunits and bearing intraannular substituents R, were prepared mainly to study steric interactions of R with the “π cloud” of the triple bond. These compounds exist in a rigid twisted conformation, whereas the unsubstituted reference compound 7a and the extraannularly functionalized azo compound 9 show C2 symmetry. 9 forms a 1 : 1 clathrate with toluene.
    Additional Material: 3 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19911240540
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  • 9
    Electronic Resource
    Electronic Resource
    Von vierfach funktionalisierten Cyclophanen zu rohrförmigen Molekülen (1992)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 125 (1992), S. 1881-1887 
    Details
    ISSN: 0009-2940
    Keywords: Heteraphanes ; Cyclophanes ; Macrocycles ; Tube-shaped molecules ; Phanes ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: From Fourfold Functionalized Cyclophanes to Tube-Shaped MoleculesA series of fourfold functionalized 2,11-dithia- and 2,11-diaza[3.3]cyclophanes 15-17 and 18-22, resp., is prepared by using a new multistep-strategy starting from 7 or m-xylene, respectively. The cyclophanes are used to construct tube-shaped molecules of type 24 by macrocyclization reactions of e. g. 21 and 22. Macrocycle 24 turns out to be conformationally flexible.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19921250815
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  • 10
    Electronic Resource
    Electronic Resource
    Selektive Ketonpyrolyse: Neue Beispiele (1993)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 126 (1993), S. 97-101 
    Details
    ISSN: 0009-2940
    Keywords: Cyclophanes ; Decarbonylation ; Paracyclophanes ; Pyrolysis ; Ketone pyrolysis, selective ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Selective Ketone Pyrolysis: New ExamplesThe known ketone 4, the new paracyclophane ketones 6, 7, and 9-12 and the known hydrocarbons 5, 8, and 13 are obtained by successive thermal extrusion of carbon monoxide from the [3n]paracyclophane(ones)n 1, 2, and 3 (n = 2,3,4). The X-ray structure analyses of the 20-membered 6 and the 26-membered ring 10 are reported.
    Additional Material: 2 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19931260116
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