Relative Reactivities of Positions on Biphenyl in the Generation of Reactive Species by Electron Irradiation and in Subsequent Ring Substitution

Autor: P. S. Hudson, R. C. Doss, W. M. Hutchinson
Rok vydání: 1963
Předmět:
Zdroj: Journal of the American Chemical Society. 85:3358-3362
ISSN: 1520-5126
0002-7863
DOI: 10.1021/ja00904a010
Popis: A model is proposed to separate the relative reactivities of the three different positions on biphenyl in the generation of reactive species by ionizing radiation and the relative reactivities of the same positions on biphenyl in its substitution by the reactive species. The method depends on quantitative analysis of the six isomeric quaterphenyl products. Relative yields of the products from irradiation of biphenyl with electrons at 80 and 300 deg were obtained and used to check the model. The model fits the experimental data well. Results indicate that the net production of reactive species is not random; that most reactive species are free radicals but that some species more para- and less ortho-selective than free radicals are also formed; and that there is considerable hindrance to ortho-substitution at 300 deg .
Databáze: OpenAIRE