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Topics in Current Chemistry

, 375:10 | Cite as

Aminophosphine Oxides: A Platform for Diversified Functions

  • E. Veerashekhar Goud
  • Akella Sivaramakrishna
  • Kari Vijayakrishna
Review

Abstract

This review summarizes significant contributions reported on aminophosphine oxides (AmPOs), specifically those containing at least one amino group present as amino substituents on α- and β-carbons including direct P–N bond containing molecules. AmPOs have additional ‘N’ site(s), including highly basic ‘P=O’ groups, and these features make favor smooth and unexpected behavior. The most striking manifestations of flexibility of AmPOs are that they are exciting ligand systems for the coordination chemistry of actinides, and their involvement in catalytic organic reactions including enantioselective opening of meso-epoxides, addition of silyl enol ethers, allylation with allyltributylstannane, etc. The diverse properties of the AmPOs and their metal complexes demonstrate both the scope and complexity of these systems, depending on the basicity of phosphoryl group, and nature of the substituents on the pentavalent tetracoordinate phosphorus atom and metal. Two components key to understanding the challenges of actinide separations are detailed here, namely, previously described separation methods, and recent investigations into the fundamental coordination chemistry of actinides. Both are aimed at probing the critical features necessary for improved selectivity of separations. This review leads to the conclusion that, although many AmPOs have already been discovered and developed over the past century, many opportunities nevertheless exist for further developments towards new extraction processes and new catalytic materials by fine tuning the electronic and steric properties of substituents on the central phosphorus atom.

Keywords

Aminophosphine oxide Synthetic route Coordination behavior Actinide separation Application 

Abbreviations

AmPOs

Aminophosphine oxides

tpppO

Tripiperidinophosphine oxide

TOPO

Tri-n-octylphosphine oxide

TEHPO

Tris(2-ethylhexyl)phosphine oxide

HDPM

Bis(di-n-hexylphosphinyl)methane

EBDPM

Bis[bis(2-ethylbutyl)phosphinyl]methane

CMPOs

Carbamoyl methylphosphine oxides

TRUEX

Transuranium extraction

CCD

Cambridge crystallographic data

TCE

Tetrachloroethane

TGA

Thermogravimetric analysis

CMP

Carbamoylmethylphosphonate

NOPOs

Phosphinopyridine N,P-dioxides

MNOPOs

(Phosphinomethyl)pyridine N,P-dioxides

DMNOPOPOs

Bis(phosphinomethyl)pyridine N,P, p-trioxides

TBDPSCl

t-butyldiphenylsilyl chloride

TBDMSCl

t-butyldimethylsilyl chloride

LDA

Lithium diisopropylamide

PICO

Picolinamide

DGA

Dimethylglyoxime

HLLW

High level liquid waste

Notes

Acknowledgements

A.S. is grateful to Board of Research in Nuclear Sciences (BRNS), DAE, INDIA, Ref. No. 2012/37C/6/BRNS/No. 623) for the financial support to focus on the chemistry of phosphine oxide derivatives. E.V.G. is thankful to BRNS for a research fellowship. We thank Dr. C.V.S. Brahmmananda Rao (IGCAR, Kalpakkam, Tamil Nadu, India) for valuable suggestions. We thank VIT University for the support and facilities.

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Copyright information

© Springer International Publishing Switzerland 2017

Authors and Affiliations

  • E. Veerashekhar Goud
    • 1
  • Akella Sivaramakrishna
    • 1
  • Kari Vijayakrishna
    • 1
  1. 1.Department of Chemistry, School of Advanced SciencesVIT UniversityVelloreIndia

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