Conversion of triphenylphosphine oxide to organophosphorus via selective cleavage of C-P, O-P, and C-H bonds with sodium

doi:10.1038/s42004-019-0249-6

Paper

DOI: 10.1038/s42004-019-0249-6

Conversion of triphenylphosphine oxide to organophosphorus via selective cleavage of C-P, O-P, and C-H bonds with sodium

Published Jan 3, 2020 · Jian-Qiu Zhang, Jingjing Ye, Tianzeng Huang

Communications Chemistry

Q1 SJR score

Citations

Influential Citations

Full textSemantic Scholar

Abstract

Abstract hidden due to publisher request; this does not indicate any issues with the research. Click the full text link above to read the abstract and view the original source.

Highly Cited

Study Snapshot

This study demonstrates that triphenylphosphine oxide can be efficiently transformed into useful organophosphorus intermediates, potentially enabling its use as a precious starting material for valuable phosphorus compounds.

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

Sign up to use Study Snapshot

Consensus is limited without an account. Create an account or sign in to get more searches and use the Study Snapshot.

Create an account

Full text analysis coming soon...

References

DOI: 10.1038/s41929-019-0250-6

Organosodium compounds for catalytic cross-coupling

Organosodium compounds can be easily prepared from aryl chlorides and (hetero)arenes, and their use in cross-coupling reactions offers a sustainable alternative to less abundant elements like lithium.

2019·40citations·S. Asako et al.·Nature Catalysis

Nature Catalysis

DOI: 10.1016/J.TETLET.2018.12.070

Reduction of phosphine oxides to phosphines

This digest highlights the use of common reducing agents for phosphine oxides, highlighting stereoselectivity and methods for stabilizing phosphines susceptible to reoxidation.

2019·23citations·Evgeniya S Podyacheva et al.·Tetrahedron Letters

Tetrahedron Letters

DOI: 10.1515/PAC-2018-0920

Recent advances in catalytic Wittig-type reactions based on P(III)/P(V) redox cycling

Catalytic Wittig-type reactions based on P(III)/P(V) redox cycling can efficiently produce highly functionalized alkylidene and arylidene succinates without phosphane oxide by-products.

2018·29citations·Lars Longwitz et al.·Pure and Applied Chemistry

Pure and Applied Chemistry

DOI: 10.1016/J.TET.2015.12.043

Aryl group – a leaving group in arylphosphine oxides

This study demonstrates that organometallic reagents can substitute up to three phenyl substituents in arylphosphine oxides, and that naphthyl-substituted phosphine oxides undergo Michael-type addition at the naphthyl group.

2016·25citations·M. Stankevič et al.·Tetrahedron

Tetrahedron

DOI: 10.1039/C3GC00053B

On the usefulness of life cycle assessment in early chemical methodology development: the case of organophosphorus-catalyzed Appel and Wittig reactions†

Life cycle assessment (LCA) is crucial for early chemical methodology development, as replacing phosphines with silanes can offer environmental improvements in the Wittig reaction but may offset these improvements in the Appel reaction.

2013·64citations·H. A. V. Kalkeren et al.·Green Chemistry

Green Chemistry

DOI: 10.1201/b12961

Phosphorus : chemistry, biochemistry and technology

Phosphorus chemistry, biochemistry, and technology encompasses various compounds with varying properties, including phosphoric acid, phosphonium salts, and phosphonium ylides.

2013·157citations·D. Corbridge

DOI: 10.1351/PAC-CON-12-06-13

Catalytic Appel reactions

New organophosphorus catalysts, such as dibenzophospholes, can successfully perform phosphorus-mediated substitution of alcohols by halides in the Appel reaction, addressing waste and purification issues.

2012·27citations·H. V. van Kalkeren et al.·Pure and Applied Chemistry

Pure and Applied Chemistry

Citations

DOI: 10.1021/jacs.4c07750

Triphenylphosphine Oxide-Derived Anolyte for Application in Nonaqueous Redox Flow Battery

Cyclic triphenylphosphine oxide (CPO) is a sustainable, energy-dense anolyte for nonaqueous redox flow batteries, offering excellent cycling stability and potential for grid-scale energy storage.

2025·1citation·Emily R Mahoney et al.·Journal of the American Chemical Society

Journal of the American Chemical Society

DOI: 10.1021/acs.joc.4c00432

Chemodivergent Synthesis of Polycyclic Aromatic Diarylamines and Carbazoles by Thermal/Photochemical Process-Controlled Dephosphinylative Functionalizations of Amino(phosphinyl)arenes.

This study demonstrates a chemodivergent synthesis of polycyclic aromatic diarylamines and carbazoles using thermal and photochemical processes, resulting in -expanded carbazoles and a highly -expanded dicarbazole.

2024·0citations·Yasuhiro Okuda et al.·The Journal of organic chemistry

The Journal of organic chemistry

DOI: 10.1016/j.jcou.2024.102731

Transforming zirconium-porphyrin frameworks into 2D nanosheet-assembled architectures for enhanced carbon dioxide capture

Transforming zirconium-porphyrin frameworks into 2D nanosheet-assembled superstructures significantly increases carbon dioxide capture capacity without compromising CO2 /N2 selectivity.

2024·0citations·Qiang Gao et al.·Journal of CO2 Utilization

Journal of CO2 Utilization

DOI: 10.1039/d3dt04028c

Coordination recognition of differential template units of lanthanide chiral chain.

This study successfully constructed controllable lanthanide chains with precise structures using coordination recognition, offering a new perspective on the formation of chiral macromolecules in living organisms.

2024·0citations·Wen-Wen Qin et al.·Dalton transactions

Dalton transactions

DOI: 10.1021/acs.joc.3c02398

Beyond Triphenylphosphine: Advances on the Utilization of Triphenylphosphine Oxide.

Recent studies show that using sodium, we can efficiently convert triphenylphosphine oxide to valuable organophosphorus chemicals, including Ph3P, without reducing it to triphenylphosphine.

2024·1citation·Jian-Qiu Zhang et al.·The Journal of organic chemistry

The Journal of organic chemistry

DOI: 10.1016/j.tet.2023.133773

A novel method for the synthesis of acyclic ligands with combined chelating groups

This study developed a novel three-step method for synthesizing versatile acyclic ligands with combined chelating groups, which can be used for further studies with medical metal cations for radiopharmaceuticals.

2023·1citation·A. Shchukina et al.·Tetrahedron

Tetrahedron