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

0495595 - ÚOCHB 2019 RIV DE eng J - Článek v odborném periodiku
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
Grant CEP: GA MŠMT(CZ) 7AMB16FR038
GRANT EU: European Commission(XE) 227756 - DIPOLAR ROTOR ARRAY
Institucionální podpora: RVO:61388963
Klíčová slova: fused-ring systems * supramolecular chemistry * molecular rods * alkynes
Obor OECD: Organic chemistry
Impakt faktor: 3.029, rok: 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.
Trvalý link: http://hdl.handle.net/11104/0288544