Molecular Rods Combining o-Carborane and Bicyclo[1.1.1]pentane Cages: An Insertion of the Triple Bond Located Next to a Highly Strained Cage

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Publikace nespadá pod Ekonomicko-správní fakultu, ale pod Přírodovědeckou fakultu. Oficiální stránka publikace je na webu muni.cz.
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KALETA Jiří JANOUŠEK Zbyněk NEČAS Marek MAZAL Ctibor

Rok publikování 2015
Druh Článek v odborném periodiku
Časopis / Zdroj Organometallics
Fakulta / Pracoviště MU

Přírodovědecká fakulta

Citace
www http://pubs.acs.org/doi/abs/10.1021/acs.organomet.5b00002
Doi http://dx.doi.org/10.1021/acs.organomet.5b00002
Obor Organická chemie
Klíčová slova KeyWords Plus:DEHYDROGENATIVE ALKYNE-INSERTION; DICOBALT OCTACARBONYL; POLYBORANE REACTIONS; IONIC LIQUIDS; ROTORS; MECHANISM; ARRAYS; DECABORANE; REDUCTION
Popis Octacarbonyl dicobalt and bis(dimethyl sulfide)decaborane B10H12(Me2S)2 were successfully added to 1,3-diethynylbicyclo[1.1.1]pentane in good yields. This is an interesting example of a cycloaddition reaction achieved next to the bicyclopentane cage that tends to rearrange in many other cases. It proves that both reagents attack the triple bond in a more or less concerted manner that prevents the rearrangement. Products of the latter reaction are of a particular interest because the bicyclopentane and o-carborane cages are immediately linked in their rodlike structures. The new kind of molecular rotors was thus constructed. 1H and 13C nuclear magnetic resonance spectra in solution reveal an averaged rotational symmetry of the molecules with a well-defined geometry that has been confirmed by X-ray structural analysis in several examples.
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