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  • 1
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 124 (1991), S. 915-922 
    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.
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  • 2
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 124 (1991), S. 2323-2327 
    ISSN: 0009-2940
    Keywords: Basket-shaped molecules ; Pyridine derivatives ; Macrocyclic ; Macrocyclic ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Basket-shaped Molecular Cavity-Containing Donor Centres  -  Synthesis, Structure, PropertiesThe macrocyclic basket-shaped molecule 2, composed of three 4-donor-substituted pyridine units, is synthesized by cyclisation of the chloromethyl compound 7 with sulfonamide 8. The X-ray structure analysis of 2 gives an impression of the shape of the molecular basket. Furthermore it demonstrates that the toluenesulfonamide residues interlink, creating dimeric units of 2 in the crystal.
    Additional Material: 4 Ill.
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  • 3
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 125 (1992), S. 2129-2135 
    ISSN: 0009-2940
    Keywords: Hagihara coupling ; Alkynes ; Anthracenes ; Molecular tweezers ; Nanoscale molecules ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Tweezer-Shaped Hydrocarbons1,8-Bis[(arylethynyl)phenyl]- and -[(arylethenyl)phenyl]anthracenes of type I (e.g. 9, 6a) and 1,8-bis{[(arylethynyl)phenyl]-ethynyl}- and -{[(arylethenyl)phenyl]ethynyl}anthracenes of type II (e.g. 16, 13) were synthesized for the first time. Their hydrocarbon framework is formed by Grignard coupling and by Hagihara coupling, respectively. An X-ray analysis of 13 exhibits an approximate planar skeleton, only one aromatic ring showing a considerable deviation from that plane (Figure 2). The UV and fluorescence properties are discussed. In spite of their preorganized and rather rigid tweezer-shape the new hydrocarbons do not seem to use their multiple bonds for the cooperative binding of transition metal cations.
    Additional Material: 1 Ill.
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  • 4
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 125 (1992), S. 1873-1880 
    ISSN: 0009-2940
    Keywords: Complex formation ; Endoreceptors ; Macrobicyclic ligands ; Phenanthroline derivatives ; Supramolecular chemistry ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Macrobicyclic Endoreceptors: Synthesis, Crystal Structure, and Inclusion of Organic GuestsThe macrobicyclic ligand 2 is synthesized in a one-step cyclization procedure. According to an X-ray structure analysis three dichloromethane guest molecules are included inside the cavity, whereas water and methanol are found outside the cavity. The rigid endo preorganization of the nitrogen donors allows the complexation of three 2,9-disubstituted 1,10-phenanthrolines inside the cavity.
    Additional Material: 3 Ill.
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  • 5
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 125 (1992), S. 2239-2242 
    ISSN: 0009-2940
    Keywords: [3](1,8)Biphenylenophane ; Conformational mobility ; Deformed molecules ; Strained molecules ; TosMIC cyclization ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: New Extremely Deformed (Biphenylene)Hydrocarbon SkeletonsThe tetracyclic carbon skeleton 2-oxo[3](1,8)biphenylenophane (4) was synthesized by cyclization of a mixture of the bis(bromomethyl) compounds 7a, b with p-tolylsulfonylmethyl isocyanide. 2-Hydroxy[3](1,8)biphenylenophane (5) and the [3](1,8)biphenylenophane hydrocarbon 6 were obtained by reduction of 4 with LiAlH4 and NaBH4, respectively. X-ray analyses of 4 and 6 illustrate the dramatic deformation of bond lengths and angles in these molecules.
    Additional Material: 1 Ill.
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  • 6
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 126 (1993), S. 1161-1169 
    ISSN: 0009-2940
    Keywords: Azobenzene units ; Dendrimer ; Divergent synthesis ; Solvent inclusion ; Supramolecular chemistry ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Dendrimers with bulky repeating units containing up to 43 benzene rings (in 9) have been obtained by using a repetitive divergent synthetic strategy (three generations). The new functional dendrimer 13 containing six azobenzene units at the periphery was synthesized allowing a reversible switching of the shape and size of the molecule upon irradiation. An X-ray structure analysis of the dendritic molecule 3a shows the inclusion of acetonitrile.
    Additional Material: 5 Ill.
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  • 7
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 127 (1994), S. 743-757 
    ISSN: 0009-2940
    Keywords: Bond formation ; C—C / Host-Guest complexation ; Metacyclophanes ; Conformation, syn, anti ; Hagihara coupling ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Molecular Tweezers from Cyclophane Building BlocksMolecular tweezer compounds 1-6 with convergent carboxyl groups are prepared from suitable functionalized [2.2]-and dithia[3.3]metacyclophane building blocks by using several multistep strategies. The C—C coupling of two cyclophanes according to the Hagihara method leads to alkynespacered double cyclophanes. These new preorganized, acyclic host compounds of the cyclophane-type react as molecular tweezers and can selectively “grasp” guest molecules and bind them strongly. X-ray analyses underline the syn conformations of the dithia[3.3]- and the anti conformation of the [2.2]metacyclophanes.
    Additional Material: 10 Ill.
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  • 8
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 125 (1992), S. 255-258 
    ISSN: 0009-2940
    Keywords: Cyclophane ; [3.3]Metacyclophane, conformation of ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: [3.3]Metacyclophanes with anti ConformationThe [3.3]metacyclophanes 5 and 9 with prevailing anti conformation were prepared by using different cyclisation techniques. 1H-NMR studies and X-ray structure analyses of both phanes 5 and 9 prove their unprecedented conformations.
    Additional Material: 1 Ill.
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