Synthesis of 3,4,5-tris(chlorophenyl)-1,2-diphosphaferrocenes and their electrochemical properties

  1. Almaz A. ZagidullinORCID Logo,
  2. Farida Akhmatkhanova,
  3. Mikhail Khrizanforov,
  4. Robert FayzullinORCID Logo,
  5. Tatiana GerasimovaORCID Logo,
  6. Ilya A. BezkishkoORCID Logo and
  7. Vasili MiluykovORCID Logo

Submitting author affiliation: IOPC KSC RAS, Kazan, Russian Federation

Beilstein Arch. 2022, 202261. https://doi.org/10.3762/bxiv.2022.61.v1

Published 11 Jul 2022

  • Preprint

Abstract

A novel representative of sodium 3,4,5-triaryl-1,2-diphosphacyclopentadienide containing Cl-substituent in the meta- position of the aryl groups was obtained with a high yield based on the reaction of (1,2,3-triarylcyclopropenyl)tributylphosphonium bromide and sodium polyphosphides. Further reaction of sodium 3,4,5-tri(3-chlorophenyl)-1,2-diphosphacyclopentadienide with [FeCp(η6-C6H5CH3)][PF6] complex gives a new 3,4,5-tris(3-chlorophenyl)-1,2-diphosphaferrocene. The electrochemical properties of 3,4,5-tris(3-chlorophenyl)-1,2-diphosphaferrocene were studied and compared with 3,4,5-tris(4-chlorophenyl)-1,2-diphosphaferrocene. It was found that the position of the chlorine atom in the aryl fragment has a influence on the reduction potential of 1,2-diphosphaferrocenes, while the oxidation potentials do not change.

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Keywords: cyclopropenyl bromide, phosphonium salt, 1,2-diphosphacyclopentadienide anion, 1,2-diphosphaferrocene, phosphorus heterocycle, electrochemical properties  

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Zagidullin, A. A.; Akhmatkhanova, F.; Khrizanforov, M.; Fayzullin, R.; Gerasimova, T.; Bezkishko, I. A.; Miluykov, V. Beilstein Arch. 2022, 202261. doi:10.3762/bxiv.2022.61.v1

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