KALETA, Jiří, Zbyněk JANOUŠEK, Marek NEČAS and Ctibor MAZAL. 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. Organometallics. Spojené státy americké: American Chemical Society, Washington DC, vol. 34, No 5, p. 967-972. ISSN 0276-7333. doi:10.1021/acs.organomet.5b00002. 2015.
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Basic information
Original name 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
Authors KALETA, Jiří (203 Czech Republic), Zbyněk JANOUŠEK (203 Czech Republic), Marek NEČAS (203 Czech Republic, belonging to the institution) and Ctibor MAZAL (203 Czech Republic, guarantor, belonging to the institution).
Edition Organometallics, Spojené státy americké, American Chemical Society, Washington DC, 2015, 0276-7333.
Other information
Original language English
Type of outcome Article in a journal
Field of Study 10401 Organic chemistry
Country of publisher United States of America
Confidentiality degree is not subject to a state or trade secret
WWW http://pubs.acs.org/doi/abs/10.1021/acs.organomet.5b00002
Impact factor Impact factor: 4.186
RIV identification code RIV/00216224:14310/15:00083775
Organization unit Faculty of Science
Doi http://dx.doi.org/10.1021/acs.organomet.5b00002
UT WoS 000350841200019
Keywords in English KeyWords Plus:DEHYDROGENATIVE ALKYNE-INSERTION; DICOBALT OCTACARBONYL; POLYBORANE REACTIONS; IONIC LIQUIDS; ROTORS; MECHANISM; ARRAYS; DECABORANE; REDUCTION
Tags AKR, rivok
Tags International impact, Reviewed
Changed by Changed by: doc. Mgr. Marek Nečas, Ph.D., učo 18809. Changed: 13/3/2018 10:19.
Abstract
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.
Links
ED1.1.00/02.0068, research and development projectName: CEITEC - central european institute of technology
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