114959-37-4Relevant articles and documents
Thermal migration of an ethynyl group from one benzene ring to another by reversible vinylidene C-H insertion
Scott, Lawrence T.,Necula, Atena
, p. 1877 - 1880 (1997)
Evidence is presented for the high temperature opening of a 5-membered ring by extrusion of a carbene (the reverse of a C-H bond insertion), which results in the net thermal migration of an ethynyl group from one benzene ring to another.
Proposed Fullerene Precursor Corannulene Identified in Flames Both in the Presence and Absence of Fullerene Production
Lafleur, Arthur L.,Howard, Jack B.,Marr, Joseph A.,Yadav, Tapesh
, p. 13539 - 13543 (1993)
Corannulene, C20H10, a bowl-shaped polycyclic aromatic hydrocarbon whose curvature and carbon framework are similar to those of fullerenes, has been widely hypothesized to be a fullerene precursor but has never been identified in flames, either in the presence or absence of fullerene production.In research on the mechanism and prevalence of fullerene formation in flames, we have identified corannulene in fullerene-producing flames and also in conventional flames that do not produce fullerenes.The identification was achieved using a combination of analytical methods including high performance liquid chromatography with UV-vis spectrometric detection, and gas chromatography coupled with infrared and mass spectrometric detection.The presence of corannulene in fullerene-forming flames is consistent with the hypothesis that corannulene is a fullerene precursor.The presence of corannulene in fullerene-deficient flames does not necessarily contradict this hypothesis and instead may suggest that at least some stages of fullerene formation chemistry are more generally operative in flames than had previously been known.
Flash vacuum pyrolysis of [2,3-13C2]triphenylene-2,3-dicarboxylic anhydride: Formation of labelled cyclopent[hi]acephenanthrylene and triphenylene
Brown, Roger F.C.,Coulston, Karen J.,Eastwood, Frank W.
, p. 1183 - 1189 (2007/10/03)
Flash vacuum pyrolysis (f.v.p.) of [2,3-13C2]triphenylene-2,3-dicarboxylic anhydride (c. 22.5% 13C2) at 950°C gave a pyrolysate which was analysed by 13C n.m.r. spectroscopy. The principal product was [2,3-13C2]triphenylene. The second major product was a 1:2:1 mixture of [4,7-13C2]-, [4,6-13C2]- and [5,6-13C2]-cyclopent[hi]acephenanthrylene.
