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    Stereochemistry of Congested Cyclophanes Containing Chiral Spirobiindanol Phosphonates: Syntheses, X‐Ray Structure, HPLC Enantioresolution and Clathration Properties
    European Journal of Organic Chemistry (1999)
    Giuseppe ConsiglioP. FinocchiaroSalvatore FaillaKenneth I. HardcastleCandace RossSalvatore CaccameseGiuseppe Del Giudice
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    Keywords:
    Cyclophane
    Topics:
    Supramolecular Chemistry and Complexes
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    Organophosphorus compounds synthesis
    Straining strained molecules - I. The synthesis of the first cyclophane within a cyclophane - [2,2]paracyclo ([2,2]metacyclophane)
    Tetrahedron Letters (1976)
    Reginald H. MitchellRobert J. CarruthersJoanne C. Zwinkels
    Cyclophane
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    Pyrolysis and Isomerization Reactions of Multiply‐bridged Cyclophanes
    Israel Journal of Chemistry (1980)
    Henning HopfJ. KLEINSCHROTHAbo El‐Fetouh El‐Sayed Murad
    Abstract When subjected to pyrolysis in para ‐di‐isopropylbenzene (270°C, 40h) [2.2.2] (1,2,4)cyclophane ( 5 ) is cleaved to 2,9‐dimethyldibenzo[a,e]cyclooctadiene ( 8 ). Under comparable conditions (290°C, 65h), [2.2.2.2] (1,2,3,5)cyclophane ( 6 ) is converted to 6,11‐dimethyl[2.2.2] (1,2,3)cyclophane ( 9 ), the first derivative of a symmetrical [2 n ]cyclophane carrying three consecutive ethano bridges. The isomeric [2.2.2.2]‐ (1,2,3,4)cyclophane ( 7 ), on the other hand, cannot be induced to undergo carbon‐carbon‐bond cleavage followed by hydrogen abstraction. Under the influence of aluminiumtrichloride/hydrogenchloride hydrocarbon 5 isomerizes to the unsymmetrical [2.2.2] (1,2,4) (1,2,5)cyclophane ( 10 ), whereas 6 and 7 are stable under these conditions. The thermal stability and propensity of multiply‐bridged cyclophanes to undergo isomerization reactions is discussed.
    Cyclophane
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    Synthesis of Cyclophane Dimer Using Cyclophane-tethered Fmoc-amino Acid Derivatives as a Multivalent Host
    Chemistry Letters (2010)
    Osamu HayashidaTomomi Nakashima
    Abstract Water-soluble cyclophane dimer was synthesized by Fmoc-chemistry of cyclophane-tethered Fmoc-lysine derivative, as a multivalent host. The host showed enhanced guest binding affinity relative to that by monocyclic cyclophane, as confirmed by fluorescence spectroscopy as well as surface plasmon resonance measurements.
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    Synthesis, characterization and complexation studies of some novel cyclophane amides and sulfonamides
    Tetrahedron Letters (2009)
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    Convenient synthesis and single-crystal X-ray structures of two tetrafluoro[2,2]paracyclophane isomers
    Tetrahedron Letters (2001)
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    Alternative General Synthetic Routes to [2.2]Cyclophanes and [3.2]Cyclophanes from [3.3]Cyclophane-2,11-diones by Photodecarbonylation, and a Structural Study of [3.2]Metacyclophanes
    European Journal of Organic Chemistry (2001)
    H. IsajiM. YasutakeHiroyuki TakemuraKatsuya SakoHitoshi Tatemitsu
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    Synthesis, characterization and ion transportation studies of some novel cyclophane amides
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    Small Hydrocarbon Cyclophanes: Synthesis, X-ray Analysis and Molecular Modelling
    European Journal of Organic Chemistry (2002)
    Tanja LahtinenE. WegeliusJuha LinnantoKari Rissanen
    Small hydrocarbon cyclophanes, such as [2.2.0]m,m,m-cyclophane (20) and [2.2.0]p,m,m-cyclophane (21), are strained analogues of the well-known π-prismand [2.2.2]p,p,p-cyclophane (1). The synthetic route to these molecules is based on well-established cyclophane methodology which offers a general access to a whole family of hydrocarbon cyclophanes. Single crystal X-ray analysis and molecular modelling showed that the reduction of the ring size from 18-membered (1) to 14-membered (21) or 13-membered (20) has a substantial effect on the size and the shape of the cyclophane’s cavity, thus blocking its ability to complex Ag+ ions. (© Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002)
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    Synthesis, complexation studies and biological activity of some novel mono and tricyclic cyclophane amides and cyclophane sulfonamides
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