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Molecular Rods: Facile Desymmetrization of 1,4-Diethynylbicyclo[2.2.2]octane

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    0495595 - ÚOCHB 2019 RIV DE eng J - Journal Article
    Kaleta, Jiří - Bastien, Guillaume - Císařová, I. - Batail, P. - Michl, Josef
    Molecular Rods: Facile Desymmetrization of 1,4-Diethynylbicyclo[2.2.2]octane.
    European Journal of Organic Chemistry. Roč. 2018, č. 37 (2018), s. 5137-5142. ISSN 1434-193X. E-ISSN 1099-0690
    R&D Projects: GA MŠMT(CZ) 7AMB16FR038
    EU Projects: European Commission(XE) 227756 - DIPOLAR ROTOR ARRAY
    Institutional support: RVO:61388963
    Keywords : fused-ring systems * supramolecular chemistry * molecular rods * alkynes
    OECD category: Organic chemistry
    Impact factor: 3.029, year: 2018

    We report a facile desymmetrization of 1,4-diethynylbicyclo[2.2.2]octane. One of the acetylene termini was protected by TMS and the desired product was purified by sublimation. It is stable but reactive, as shown by the synthesis of a complex pyridine-terminated molecular rod containing both a bicyclo[1.1.1]pentane and a bicyclo[2.2.2]octane cage. Six crystal structures of key intermediates are presented.
    Permanent Link: http://hdl.handle.net/11104/0288544

     
     
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