Effect of solvent, electronic, and steric factors on the reactivity of 1,1'-diethylferrocene, 1,1'-diacetylferrocene, and 1,1'-bis(diphenylphosphino)ferrocene towards hydrogen peroxide | Health & Environmental Research Online (HERO)

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Citation
Tags

HERO ID

4344815

Reference Type

Journal Article

Title

Effect of solvent, electronic, and steric factors on the reactivity of 1,1'-diethylferrocene, 1,1'-diacetylferrocene, and 1,1'-bis(diphenylphosphino)ferrocene towards hydrogen peroxide

Author(s)

Fomin, VM; Kochetkova, KS; Galkina, MS

Year

2017

Is Peer Reviewed?

Journal

Russian Journal of Physical Chemistry A, Focus on Chemistry
ISSN: 0036-0244
EISSN: 1531-863X

Volume

Issue

Page Numbers

1285-1291

DOI

10.1134/S0036024417070111

Web of Science Id

WOS:000403501200020

Abstract

The oxidation of Fc(C2H5)(2), Fc(COCH3)(2), and Fc(PPh2)(2), where Fc is a ferrocene, with hydrogen peroxide in aprotic (dioxane and acetonitrile) and hydroxyl-containing (ethanol, acetonitrile-water, and water) solvents is studied via electron spectroscopy. The reactivity of these metal complexes relative to an oxidant is due to the electron-donor or electron-acceptor properties of substituents, their sizes, and their capability for the specific solvation by a particular solvent. Possible mechanisms of the oxidation of metal complexes are discussed. When Fc(PPh2)(2) is oxidized, the formation of ferrocenyl cation Fc(+)(PPh2)(2) is due to the redox isomerism of ferrocenylphosphonium cation Fc(PPh2)P+Ph2, which can form during the reaction between protonated complex Fc(PPh2)P(H+)Ph-2 and H2O2.

Keywords

reactivity; oxidation; redox isomerism; steric and electronic factors; specific and nonspecific solvation