Barrelene is a bicyclic organic compound with chemical formula C8H8 and systematic name bicyclo[2.2.2]octa-2,5,7-triene. First synthesized and described...
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The molecular formula C8H8 may refer to: Barrelene Benzocyclobutene (BCB) Cubane Cuneane Cyclooctatetraene Semibullvalene Polystyrene Styrene Xylylene...
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moiety: This rearrangement was originally encountered in the photolysis of barrelene to give semibullvalene. Once the mechanism was recognized as general by...
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replaced by a single bond. The compound was first prepared by photolysis of barrelene in isopentane with acetone as a photosensitizer in 1966. Semibullvalene...
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Howard E.; Robert M. Paufler (1960). "Bicyclo [2.2.2]octa-2,5,7-triene (barrelene), a unique cyclic six electron pi system". Journal of the American Chemical...
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with chemical yields near 90%: COT can also be prepared by photolysis of barrelene, one of its structural isomers, the reaction proceeding via another isolable...
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L. A.; Cabeza, J. A. (1985). Dinuclear Methoxy, Cyclooctadiene, and Barrelene Complexes of Rhodium(I) and Iridium(I). Inorganic Syntheses. Vol. 23....
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Wagner, M. (2014). "Insertion Reactions into the Boron–Boron Bonds of Barrelene-Type 1,2-Diaminodiboranes(4)". Organometallics. 33 (23): 6967–6974. doi:10...
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of the molecule.: xi Some are pictured below. Other examples include barrelene (shaped like a barrel),: 58 fenestrane (having a window-pane motif),: 55 ...
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bridged bicyclo-octatriene core structure. They are formally derivatives of barrelene. The first and simplest iptycene molecule is triptycene. The first iptycene...
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3-dimethyl-1,4-pentadiene (the "Mariano" molecule) and the rearrangement of barrelene to semibullvalene. We note that, in contrast to the cyclohexadienone reactions...
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L. A.; Cabeza, J. A. (1985). "Dinuclear Methoxy, Cyclooctadiene, and Barrelene Complexes of Rhodium(I) and Iridium(I)". Inorganic Syntheses. Vol. 23...
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the Fields Medal in 1994 Howard Zimmerman, organic chemist, discovered barrelene Otto Julius Zobel, inventor of the m-derived filter and the Zobel network...
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\cos {\frac {2k\pi }{N}}\quad (k=0,1,\ldots ,\lfloor N/2\rfloor )} . Barrelene Baird's rule Bicycloaromaticity Rzepa, Henry S. (2005). "Möbius Aromaticity...
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the best examples of neutral homoaromatics are bishomoaromatics such as barrelene and semibullvalene. First synthesized in 1966, semibullvalene has a structure...
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three-piece art panel, the triptych. Several substituted triptycenes are known. Barrelenes are structurally related. Due to the rigid framework and three-dimensional...
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least 21: Valence isomers of cyclooctatetraene Cyclooctatetraene (COT) Barrelene Cubane Cuneane Semibullvalene 1,5-dihydropentalene 2a,2b,4a...
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Mariano, P. S. J. Am. Chem. Soc., 1969, 91, 1718-1727. ISSN 0002-7863 "The Barrelene to Semibullvalene Transformation. Correlation of Excited State Potential...
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