ISSN print edition: 0366-6352 ISSN electronic edition: 1336-9075 Registr. No.: MK SR 9/7 Published monthly

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)