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Polarographic investigation of the ferrocene analogs of chalcone and calculation of the σ and σo constants of ferrocenyl group

S. Stankoviansky, A. Beňo, Š. Toma, and E. Gono

Institut für analytische Chemie der Naturwissenschaftlichen Fakultät an der Komenský-Universität, Bratislava 1

 

Abstract: The Polarographie reduction of twelve derivatives of 3-ferrocenyl-1-(X- -phenyl)-2-propene-l-ones, wherein the benzene nucleus is substituted in positions 3 and 4, was investigated. In the Britton —Robinson buffer solutions all derivatives yield in dependence on the pH value, one to three cathodic steps. These represent two one-electron steps of the reduction of the bonding C = C and the two-electron reduction of the group CO. The values of the half-wave potentials оf the derivatives of 1-ferrocenyl-3-(X-phenyl)-2-propene-1-ones, 1-(X-phenyl)-3-phenyl-2-propene-1 -ones and of 1-phenyl-3-(X-phenyl)-2-propene-1-oues were determined and these were then correlated with the Hammett and Taft constants of the substituents. The results thus obtained were then used for calculation of the constants σ and σ0 of the ferrocenyl group in case that this group substitutes the benzene nucleus. By analogy, the constant σ0 was calculated for the 3,4-methylenedioxy group.

Full paper in Portable Document Format: 241a19.pdf (in German)

 

Chemical Papers 24 (1) 19–27 (1970)

Monday, April 19, 2021

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