The Reduction of Tertiary Phosphine Oxides by Silanes

Kovács, Tamara; Keglevich, György

doi:10.2174/1385272821666161108121532

Cited by 45 publications

(22 citation statements)

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“…These days, the deoxygenation of phosphine oxides is in the focus due to its high importance. [1][2][3][4][5][6] The resulting phosphines, on the one hand, may be useful intermediates, and on the other hand, they may serve as P-ligands in transition metal complexes. Transformations, such as the Wittig, Appel, and the Mitsunobu reactions, involve the stoichiometric conversion of triphenylphosphine to triphenylphosphine oxide causing an environmental burden and meaning cost.…”

Section: Introductionmentioning

confidence: 99%

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A study on the deoxygenation of trialkyl‐, dialkyl‐phenyl‐ and alkyl‐diphenyl phosphine oxides by hydrosilanes

Kovács

Urbanics

Csatlós

et al. 2017

Heteroatom Chemistry

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The deoxygenation of 1‐alkyl‐3‐methyl‐3‐phospholene 1‐oxides, which may be regarded as trialkyl phosphine oxides (R3PO), and the reduction of dialkyl‐phenylphosphine oxides (R2PhPO) and methyl‐diphenylphosphine oxide (MePh2PO) have been elaborated by applying user‐friendly silanes, such as tetramethyldisiloxane (>SiH–O–HSi<) and polymethylhydrosiloxane ((O–SiH)n) under solvent‐free, catalyst‐free, and microwave (MW)‐assisted conditions. New silanes of type Ar2SiH2, alkyl2SiH2, and Ar3SiH were also applied in a few cases. The reactivity of the phosphine oxides and the silanes could be mapped on the basis of our experimental data.

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Section: Introductionmentioning

confidence: 99%

“…These days, the deoxygenation of phosphine oxides is in the focus due to its high importance . The resulting phosphines, on the one hand, may be useful intermediates, and on the other hand, they may serve as P‐ligands in transition metal complexes.…”

Section: Introductionmentioning

confidence: 99%

A study on the deoxygenation of trialkyl‐, dialkyl‐phenyl‐ and alkyl‐diphenyl phosphine oxides by hydrosilanes

Kovács

Urbanics

Csatlós

et al. 2017

Heteroatom Chemistry

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“…Trichlorosilane and phenylsilane are the best reagents to reduce phosphine oxides to phosphines ,. This reaction is important to regenerate the by‐products of, among others, the Wittig reaction and the Mitsunobu reaction.…”

Section: The Substitution or Simplification Of Catalyst Systems By/unmentioning

confidence: 99%

The Impact of Microwaves on Organophosphorus Chemistry

Keglevich

2018

The Chemical Record

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A personal account on the pioneering results on microwave (MW)-assisted organophosphorus syntheses obtained in the last decade is presented. The broad spectrum of the reactions studied exemplifies the advantages of the MW technique as a green tool regarding efficiency and the simplification of catalyst systems. Theoretical calculations for a few typical models helped us to explore the scope and limitations of the application of MW irradiation.

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“…The deoxygenation of tertiary phosphine oxides is an important reaction, as it provides useful intermediates and reagents. 99,100 The resulting phosphines may be useful as Pligands in transition metal complexes. Phosphines are also used as reagents in various organic reactions, such as the Wittig and the Mitsunobu reactions.…”

Section: The Deoxygenation Of Phosphine Oxidesmentioning

confidence: 99%

Advantages of the Microwave Tool in Organophosphorus Syntheses

et al. 2017

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The microwave (MW) technique has become an important tool also in the organophosphorus field of organic chemistry. On the one hand, otherwise reluctant reactions, such as the esterification of P-acids, may be enhanced by the effect of MW, while on the other hand, catalysts may be omitted, or catalyst systems may be simplified on MW irradiation. This later group includes the Kabachnik–Fields reactions, alkylation of active methylene-containing compounds, O-alkylations, deoxygenations, as well as the Hirao reaction. It is also the purpose of this review to elucidate the scope and limitations of the MW tool, to interpret the MW effects, and to model the distribution of local overheatings and their beneficial effect.1 Introduction2 The Esterification of Phosphinic Acids2.1 Synthetic Results2.2 Scope and Limitation of the Application of MWs2.3 Modelling the Distribution of the Local Overheatings and Predicting Their Effect3 The Simplification of Catalytic Systems3.1 Replacement of the Catalyst by MW Irradiation3.1.1 The Kabachnik–Fields Reaction3.1.2 Solid–Liquid Phase Alkylation of Active Methylene-Containing Compounds3.1.3 Solid–Liquid Phase Alkylation of Phosphinic Acids3.1.4 The Deoxygenation of Phosphine Oxides3.2 The Hirao Reaction without Added P-Ligands4 Conclusions

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The Reduction of Tertiary Phosphine Oxides by Silanes

Cited by 45 publications

References 0 publications

A study on the deoxygenation of trialkyl‐, dialkyl‐phenyl‐ and alkyl‐diphenyl phosphine oxides by hydrosilanes

A study on the deoxygenation of trialkyl‐, dialkyl‐phenyl‐ and alkyl‐diphenyl phosphine oxides by hydrosilanes

The Impact of Microwaves on Organophosphorus Chemistry

Advantages of the Microwave Tool in Organophosphorus Syntheses

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