149602-69-7Relevant academic research and scientific papers
Formation of cyclopent[a]indene and acenaphthylene from allyl esters of biphenyl mono- and di-carboxylic acids and from biphenyl dicarboxylic anhydrides on flash vacuum pyrolysis at 1000-1100°C
Bapat, Jayant B.,Brown, Roger F.C.,Bulmer, Glenn H.,Childs, Trevor,Coulston, Karen J.,Eastwood, Frank W.,Taylor, Dennis K.
, p. 1159 - 1182 (2007/10/03)
Flash vacuum pyrolysis at 1000-1100°C of the allyl esters of the three isomeric biphenylcarboxylic acids, of the allyl esters of the 12 biphenyldicarboxylic acids and of the three biphenyldicarboxylic anhydrides gave pyrolysates which were examined by 1H n.m.r. spectroscopy at temperatures below -50°C. In all cases the spectra showed the presence of cyclopent[a]indene and acenaphthylene together with other products. Possible mechanisms for these ring contraction and cyclization processes are discussed and the results of pyrolyses of [2,3-13C2]biphenyl-2,3-dicarboxylic anhydride, and [3,4-13C2]-and (2-2H1)-biphenyl-3,4-dicarboxylic anhydrides are reported.
The Role of Aroyloxyl Radicals in the Formation of Solvent-derived Products in Photodecomposition of Diaroyl Peroxides. The Reactivity of Substituted Cyclohexadienyl Radicals and Intermediacy of ipso Intermediates
Takahara, Shigeru,Urano, Tishiyuki,Kitamura, Akihide,Sakuragi, Hirochika,Kikuchi, Osamu,et al
, p. 688 - 697 (2007/10/02)
Photolyses of bis(2-thiophenecarbonyl)peroxide (TPO) in benzene and toluene afforded, among free-radical products, biphenyl and dimethylbiphenyls, respectively, which were solely derived from the aromatic solvents.The yields of biphenyls depended upon the rate with which the radical intermediates were generated from the peroxides in sufficiently high concentrations for their dimerization.Photolyses of TPO and dibenzoyl peroxide in 1,3,5-trimethylbenzene afforded also a solvent-derived products, 2,3',4,5',6-pentamethyldiphenylmethane.Its formation provides clear evidence for participation of cyclohexadienyl radicals bearing the aroyloxyl group on the methyl-substituted ipso carbon atom.
