Unusually high oxidation half-wave potentials of di- and trichalcogena(3)ferrocenophanes. The effect of chalcogen atoms in the bridge.

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概要

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• 1,2,3-Trithia[3]ferrocenophane (<B>1a</B>) and related compounds show a well-defined reversible one-electron oxidation wave (Fe(III)/Fe(II)) in cyclic voltammetry. The [3]ferrocenophanes with S and/or Se atoms in the bridge show unusually high oxidation half-wave potentials which have not been observed either in [3]ferrocenophane or in 1,1′-bis(methylchalcogeno)ferrocenes. The effect of chalcogen atoms at the 1,3-positions in the bridge on the positive shift of half-wave potentials is larger than that at the 2-position. Two kinds of electron-attracting effects of chalcogen atoms at the 1,3-positions in the bridge are proposed: an inductive electron-attracting effect ("through-bond" effect) and the interaction between the d-orbitals of Fe and chalcogen ("through-space" interaction). The role of the sulfur atom at the 2-position in the bridge is to stabilize the electron attracted by the sulfur atoms at the 1,3-positions by conjugation of three sulfur atoms.

• 公益社団法人 日本化学会の論文

著者

• KAJITANI Masatsugu

  Department of Chemistry, Faculty of Science and Technology, Sophia University

• Masuda Shigeru

  Department Of Chemistry College Of Arts And Sciences The University Of Tokyo

• Harada Yoshiya

  Department Of Chemistry College Of Arts And Sciences The University Of Tokyo

• Sugimori Akira

  Department Of Chemistry Faculty Of Science And Technology Sophia University

• Akiyama Takeo

  Department Of Chemistry Faculty Of Science And Technology Sophia University

• Shimizu Kunio

  Department Of Chemistry Faculty Of Science And Technology Sophia University

• HARADA Yoshiya

  Department of Chemistry, College of Arts and Sciences, The University of Tokyo

• Ushijima Hirobumi

  Department of Chemistry, Faculty of Science and Technology, Sophia University

• Aoyama Masahide

  Department of Chemistry, College of Arts and Sciences, The University of Tokyo

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