6533b7d0fe1ef96bd125af9b

RESEARCH PRODUCT

Small hydrocarbon cyclophanes: Synthesis, X-ray analysis and molecular modelling

Elina WegeliusTanja LahtinenKari RissanenJuha Linnanto

subject

chemistry.chemical_classificationMolecular modelStereochemistryOrganic ChemistryIonRing sizechemistry.chemical_compoundHydrocarbonchemistryMoleculePhysical and Theoretical ChemistryX ray analysisSingle crystalCyclophane

description

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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