38281-69-5Relevant articles and documents
Determination of aromaticity indices of thiophene and furan by nuclear magnetic resonance spectroscopic analysis of their phenyl esters
Lee, Chang Kiu,Yu, Ji Sook,Lee, Hye-Jin
, p. 1207 - 1217 (2007/10/03)
A series of m- and p-substituted phenyl benzoates, 2-thienoates, and 2-furoates were prepared and their 1H and 13C nmr spectroscopic characteristics were examined. In general, good correlations were observed between the chemical shift values of protons and carbons of the acyl aromatic rings and the Hammett σ. Plots of the chemical shift values of the carbonyl carbons of the benzoates against those of the 2-thienoates and 2-furoates gave an excellent correlation and the values of the slopes are 0.85 and 0.75, respectively, in dimethyl sulfoxide-d6 and 0.90 and 0.78, respectively, in chloroform-d. The values could be considered as a set of aromaticity indices.
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.