Synthesis, Structure, and Electrochemical Properties of 2,3,4,5-Tetraphenyl-1-Monophosphaferrocene Derivatives
Heteroleptic 2,3,4,5-tetraphenyl-1-monophosphaferrocene [FeCp(η<sup>5</sup>-PC<sub>4</sub>Ph<sub>4</sub>)] was obtained at a 62% yield through the reaction of lithium 2,3,4,5-tetraphenyl-1-monophosphacyclopentadienide Li(PC<sub>4</sub>Ph<sub>4<...
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MDPI AG
2023-03-01
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| author | Almaz A. Zagidullin Alena R. Lakomkina Mikhail N. Khrizanforov Robert R. Fayzullin Kirill V. Kholin Tatiana P. Gerasimova Ruslan P. Shekurov Ilya A. Bezkishko Vasili A. Miluykov |
| author_facet | Almaz A. Zagidullin Alena R. Lakomkina Mikhail N. Khrizanforov Robert R. Fayzullin Kirill V. Kholin Tatiana P. Gerasimova Ruslan P. Shekurov Ilya A. Bezkishko Vasili A. Miluykov |
| author_sort | Almaz A. Zagidullin |
| collection | DOAJ |
| description | Heteroleptic 2,3,4,5-tetraphenyl-1-monophosphaferrocene [FeCp(η<sup>5</sup>-PC<sub>4</sub>Ph<sub>4</sub>)] was obtained at a 62% yield through the reaction of lithium 2,3,4,5-tetraphenyl-1-monophosphacyclopentadienide Li(PC<sub>4</sub>Ph<sub>4</sub>) (<b>1</b>) with [FeCp(η<sup>6</sup>-C<sub>6</sub>H<sub>5</sub>CH<sub>3</sub>)][PF<sub>6</sub>]. The structure of 1-monophosphaferrocene <b>2</b> and its W(CO)<sub>5</sub>-complex <b>3</b> were confirmed by multinuclear NMR and single-crystal X-ray diffraction study and further supported by DFT calculations. Cyclic voltammetry demonstrated that [FeCp(η<sup>5</sup>-PC<sub>4</sub>Ph<sub>4</sub>)] <b>2</b> has a quasi-reversible oxidation wave. The comparison of the properties of phosphaferrocene <b>2</b> with those of W(CO)<sub>5</sub>-complex <b>3</b> shows the possibility of changing the coordination type during oxidation. |
| first_indexed | 2024-03-11T06:08:01Z |
| format | Article |
| id | doaj.art-15e3a85dc2244f68b7b20118115a52c5 |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-03-11T06:08:01Z |
| publishDate | 2023-03-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-15e3a85dc2244f68b7b20118115a52c52023-11-17T12:50:54ZengMDPI AGMolecules1420-30492023-03-01286248110.3390/molecules28062481Synthesis, Structure, and Electrochemical Properties of 2,3,4,5-Tetraphenyl-1-Monophosphaferrocene DerivativesAlmaz A. Zagidullin0Alena R. Lakomkina1Mikhail N. Khrizanforov2Robert R. Fayzullin3Kirill V. Kholin4Tatiana P. Gerasimova5Ruslan P. Shekurov6Ilya A. Bezkishko7Vasili A. Miluykov8Arbuzov Institute of Organic and Physical Chemistry, FRC Kazan Scientific Center, Russian Academy of Sciences, 8 Arbuzov Street, 420088 Kazan, RussiaArbuzov Institute of Organic and Physical Chemistry, FRC Kazan Scientific Center, Russian Academy of Sciences, 8 Arbuzov Street, 420088 Kazan, RussiaArbuzov Institute of Organic and Physical Chemistry, FRC Kazan Scientific Center, Russian Academy of Sciences, 8 Arbuzov Street, 420088 Kazan, RussiaArbuzov Institute of Organic and Physical Chemistry, FRC Kazan Scientific Center, Russian Academy of Sciences, 8 Arbuzov Street, 420088 Kazan, RussiaArbuzov Institute of Organic and Physical Chemistry, FRC Kazan Scientific Center, Russian Academy of Sciences, 8 Arbuzov Street, 420088 Kazan, RussiaArbuzov Institute of Organic and Physical Chemistry, FRC Kazan Scientific Center, Russian Academy of Sciences, 8 Arbuzov Street, 420088 Kazan, RussiaArbuzov Institute of Organic and Physical Chemistry, FRC Kazan Scientific Center, Russian Academy of Sciences, 8 Arbuzov Street, 420088 Kazan, RussiaArbuzov Institute of Organic and Physical Chemistry, FRC Kazan Scientific Center, Russian Academy of Sciences, 8 Arbuzov Street, 420088 Kazan, RussiaArbuzov Institute of Organic and Physical Chemistry, FRC Kazan Scientific Center, Russian Academy of Sciences, 8 Arbuzov Street, 420088 Kazan, RussiaHeteroleptic 2,3,4,5-tetraphenyl-1-monophosphaferrocene [FeCp(η<sup>5</sup>-PC<sub>4</sub>Ph<sub>4</sub>)] was obtained at a 62% yield through the reaction of lithium 2,3,4,5-tetraphenyl-1-monophosphacyclopentadienide Li(PC<sub>4</sub>Ph<sub>4</sub>) (<b>1</b>) with [FeCp(η<sup>6</sup>-C<sub>6</sub>H<sub>5</sub>CH<sub>3</sub>)][PF<sub>6</sub>]. The structure of 1-monophosphaferrocene <b>2</b> and its W(CO)<sub>5</sub>-complex <b>3</b> were confirmed by multinuclear NMR and single-crystal X-ray diffraction study and further supported by DFT calculations. Cyclic voltammetry demonstrated that [FeCp(η<sup>5</sup>-PC<sub>4</sub>Ph<sub>4</sub>)] <b>2</b> has a quasi-reversible oxidation wave. The comparison of the properties of phosphaferrocene <b>2</b> with those of W(CO)<sub>5</sub>-complex <b>3</b> shows the possibility of changing the coordination type during oxidation.https://www.mdpi.com/1420-3049/28/6/2481phosphaferroceneselectrochemical propertiesX-ray structureDFT calculationsESR |
| spellingShingle | Almaz A. Zagidullin Alena R. Lakomkina Mikhail N. Khrizanforov Robert R. Fayzullin Kirill V. Kholin Tatiana P. Gerasimova Ruslan P. Shekurov Ilya A. Bezkishko Vasili A. Miluykov Synthesis, Structure, and Electrochemical Properties of 2,3,4,5-Tetraphenyl-1-Monophosphaferrocene Derivatives Molecules phosphaferrocenes electrochemical properties X-ray structure DFT calculations ESR |
| title | Synthesis, Structure, and Electrochemical Properties of 2,3,4,5-Tetraphenyl-1-Monophosphaferrocene Derivatives |
| title_full | Synthesis, Structure, and Electrochemical Properties of 2,3,4,5-Tetraphenyl-1-Monophosphaferrocene Derivatives |
| title_fullStr | Synthesis, Structure, and Electrochemical Properties of 2,3,4,5-Tetraphenyl-1-Monophosphaferrocene Derivatives |
| title_full_unstemmed | Synthesis, Structure, and Electrochemical Properties of 2,3,4,5-Tetraphenyl-1-Monophosphaferrocene Derivatives |
| title_short | Synthesis, Structure, and Electrochemical Properties of 2,3,4,5-Tetraphenyl-1-Monophosphaferrocene Derivatives |
| title_sort | synthesis structure and electrochemical properties of 2 3 4 5 tetraphenyl 1 monophosphaferrocene derivatives |
| topic | phosphaferrocenes electrochemical properties X-ray structure DFT calculations ESR |
| url | https://www.mdpi.com/1420-3049/28/6/2481 |
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