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

J 2015

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

KALETA, Jiří, Zbyněk JANOUŠEK, Marek NEČAS a Ctibor MAZAL

Základní údaje

Originální název

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

Autoři

KALETA, Jiří (203 Česká republika), Zbyněk JANOUŠEK (203 Česká republika), Marek NEČAS (203 Česká republika, domácí) a Ctibor MAZAL (203 Česká republika, garant, domácí)

Vydání

Organometallics, Spojené státy americké, American Chemical Society, Washington DC, 2015, 0276-7333

Další údaje

Jazyk

angličtina

Typ výsledku

Článek v odborném periodiku

Obor

10401 Organic chemistry

Stát vydavatele

Spojené státy

Utajení

není předmětem státního či obchodního tajemství

Odkazy

http://pubs.acs.org/doi/abs/10.1021/acs.organomet.5b00002

Impakt faktor

Impact factor: 4.186

Kód RIV

RIV/00216224:14310/15:00083775

Organizační jednotka

Přírodovědecká fakulta

DOI

http://dx.doi.org/10.1021/acs.organomet.5b00002

UT WoS

000350841200019

Klíčová slova anglicky

KeyWords Plus:DEHYDROGENATIVE ALKYNE-INSERTION; DICOBALT OCTACARBONYL; POLYBORANE REACTIONS; IONIC LIQUIDS; ROTORS; MECHANISM; ARRAYS; DECABORANE; REDUCTION

Štítky

AKR, rivok

Příznaky

Mezinárodní význam, Recenzováno

Změněno: 13. 3. 2018 10:19, doc. Mgr. Marek Nečas, Ph.D.

Anotace

V originále

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.

Návaznosti

ED1.1.00/02.0068, projekt VaV

Název: CEITEC - central european institute of technology

Citovat

KALETA, Jiří, Zbyněk JANOUŠEK, Marek NEČAS a 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, 2015, roč. 34, č. 5, s. 967-972. ISSN 0276-7333. Dostupné z: https://dx.doi.org/10.1021/acs.organomet.5b00002.

@article{1310471,
   author = {Kaleta, Jiří and Janoušek, Zbyněk and Nečas, Marek and Mazal, Ctibor},
   article_location = {Spojené státy americké},
   article_number = {5},
   doi = {http://dx.doi.org/10.1021/acs.organomet.5b00002},
   keywords = {KeyWords Plus:DEHYDROGENATIVE ALKYNE-INSERTION; DICOBALT OCTACARBONYL; POLYBORANE REACTIONS; IONIC LIQUIDS; ROTORS; MECHANISM; ARRAYS; DECABORANE; REDUCTION},
   language = {eng},
   issn = {0276-7333},
   journal = {Organometallics},
   title = {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},
   url = {http://pubs.acs.org/doi/abs/10.1021/acs.organomet.5b00002},
   volume = {34},
   year = {2015}
}

TY  - JOUR
ID  - 1310471
AU  - Kaleta, Jiří - Janoušek, Zbyněk - Nečas, Marek - Mazal, Ctibor
PY  - 2015
TI  - 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
JF  - Organometallics
VL  - 34
IS  - 5
SP  - 967-972
EP  - 967-972
PB  - American Chemical Society, Washington DC
SN  - 02767333
KW  - KeyWords Plus:DEHYDROGENATIVE ALKYNE-INSERTION
KW  - DICOBALT OCTACARBONYL
KW  - POLYBORANE REACTIONS
KW  - IONIC LIQUIDS
KW  - ROTORS
KW  - MECHANISM
KW  - ARRAYS
KW  - DECABORANE
KW  - REDUCTION
UR  - http://pubs.acs.org/doi/abs/10.1021/acs.organomet.5b00002
L2  - http://pubs.acs.org/doi/abs/10.1021/acs.organomet.5b00002
N2  - 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.
ER  -

KALETA, Jiří, Zbyněk JANOUŠEK, Marek NEČAS a 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. \textit{Organometallics}. Spojené státy americké: American Chemical Society, Washington DC, 2015, roč.~34, č.~5, s.~967-972. ISSN~0276-7333. Dostupné z: https://dx.doi.org/10.1021/acs.organomet.5b00002.

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