Interactions of vanadium( iv ) with amidoxime ligands: redox reactivity

Parker, B. F.; Hohloch, S.; Pankhurst, J. R.; Zhang, Z.; Love, J. B.; Arnold, J.; Rao, L.

doi:10.1039/C7DT04069E

Title: Interactions of vanadium( iv ) with amidoxime ligands: redox reactivity

Abstract

Vanadium is the main competitor for uranium extraction from seawater, and V( iv ) comprises a minor but important portion of this. V( iv ) undergoes redox reactions with oximes and amidoxime ligands under seawater-relevant conditions, leading to V( v ) complexes and loss of oxime functional groups.

Authors:

^[1];

^[1]; Zhang, Z. ^[2];

^[3];

^[1];

^[2]

Department of Chemistry, University of California – Berkeley, Berkeley, USA, Chemical Sciences Division
Chemical Sciences Division, Lawrence Berkeley National Laboratory, Berkeley, USA
EaStCHEM School of Chemistry, University of Edinburgh, Edinburgh, UK

Publication Date:: 2018-01-01

Sponsoring Org.:: USDOE

OSTI Identifier:: 1434189

Grant/Contract Number:: AC02-05CH11231

Resource Type:: Publisher's Accepted Manuscript

Journal Name:: Dalton Transactions

Additional Journal Information:: Journal Name: Dalton Transactions Journal Volume: 47 Journal Issue: 16; Journal ID: ISSN 1477-9226

Publisher:: Royal Society of Chemistry (RSC)

Country of Publication:: United Kingdom

Language:: English

Citation Formats


                    Parker, B. F., Hohloch, S., Pankhurst, J. R., Zhang, Z., Love, J. B., Arnold, J., and Rao, L. Interactions of vanadium( iv ) with amidoxime ligands: redox reactivity.  United Kingdom: N. p., 2018. 
Web.  doi:10.1039/C7DT04069E.

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                    Parker, B. F., Hohloch, S., Pankhurst, J. R., Zhang, Z., Love, J. B., Arnold, J., & Rao, L. Interactions of vanadium( iv ) with amidoxime ligands: redox reactivity.  United Kingdom.  https://doi.org/10.1039/C7DT04069E

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                    Parker, B. F., Hohloch, S., Pankhurst, J. R., Zhang, Z., Love, J. B., Arnold, J., and Rao, L. Mon .  
"Interactions of vanadium( iv ) with amidoxime ligands: redox reactivity".  United Kingdom.  https://doi.org/10.1039/C7DT04069E.

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@article{osti_1434189,

  title        = {Interactions of vanadium( iv ) with amidoxime ligands: redox reactivity},

  author       = {Parker, B. F. and Hohloch, S. and Pankhurst, J. R. and Zhang, Z. and Love, J. B. and Arnold, J. and Rao, L.},

  abstractNote = {Vanadium is the main competitor for uranium extraction from seawater, and V( iv ) comprises a minor but important portion of this. V( iv ) undergoes redox reactions with oximes and amidoxime ligands under seawater-relevant conditions, leading to V( v ) complexes and loss of oxime functional groups.},

  doi          = {10.1039/C7DT04069E},

  journal      = {Dalton Transactions},

  number       = 16,

  volume       = 47,

  place        = {United Kingdom},

  year         = {2018},

  month        = {1}

}

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Works referenced in this record:

The Uranium from Seawater Program at the Pacific Northwest National Laboratory: Overview of Marine Testing, Adsorbent Characterization, Adsorbent Durability, Adsorbent Toxicity, and Deployment Studies
journal, December 2015

Gill, Gary A.; Kuo, Li-Jung; Janke, Chris J.
Industrial & Engineering Chemistry Research, Vol. 55, Issue 15
DOI: 10.1021/acs.iecr.5b03649

Elution of Uranium and Transition Metals from Amidoxime-Based Polymer Adsorbents for Sequestering Uranium from Seawater
journal, December 2015

Pan, Horng-Bin; Kuo, Li-Jung; Wai, Chien M.
Industrial & Engineering Chemistry Research, Vol. 55, Issue 15
DOI: 10.1021/acs.iecr.5b03307

Amavadin, a vanadium natural complex: Its role and applications
journal, August 2013

da Silva, José A. L.; Fraústo da Silva, João J. R.; Pombeiro, Armando J. L.
Coordination Chemistry Reviews, Vol. 257, Issue 15-16
DOI: 10.1016/j.ccr.2013.03.010

Vanadium speciation and cycling in coastal waters
journal, December 2009

Wang, Deli; Sañudo Wilhelmy, Sergio A.
Marine Chemistry, Vol. 117, Issue 1-4
DOI: 10.1016/j.marchem.2009.06.001

37. Heterocyclic imines and amines. Part IX. Glutarimidine and the imidine from α-phenylglutaronitrile
journal, January 1959

Elvidge, J. A.; Linstead, R. P.; Salaman, Ann M.
J. Chem. Soc., Vol. 0, Issue 0
DOI: 10.1039/JR9590000208

Vanadium-51 NMR
journal, January 1990

Howarth, Oliver W.
Progress in Nuclear Magnetic Resonance Spectroscopy, Vol. 22, Issue 5
DOI: 10.1016/0079-6565(90)80007-5

Synthesis and Characterization of Vanadium(IV) Complexes with cis -Inositol in Aqueous Solution and in the Solid-State ^†
journal, May 2007

Morgenstern, Bernd; Kutzky, Barbara; Neis, Christian
Inorganic Chemistry, Vol. 46, Issue 10
DOI: 10.1021/ic0618504

Origin of the unusually strong and selective binding of vanadium by polyamidoximes in seawater
journal, November 2017

Ivanov, Alexander S.; Leggett, Christina J.; Parker, Bernard F.
Nature Communications, Vol. 8, Issue 1
DOI: 10.1038/s41467-017-01443-1

Chemical Speciation of Uranium(VI) in Marine Environments: Complexation of Calcium and Magnesium Ions with [(UO ₂ )(CO ₃ ) ₃ ] ⁴⁻ and the Effect on the Extraction of Uranium from Seawater
journal, September 2014

Endrizzi, Francesco; Rao, Linfeng
Chemistry - A European Journal, Vol. 20, Issue 44
DOI: 10.1002/chem.201403262

Reactivity of oximes and amide oximes towards oxo-vanadium compounds
journal, January 1994

Zerbib, Val�rie; Robert, Francis; Gouzerh, Pierre
Journal of the Chemical Society, Chemical Communications, Issue 18
DOI: 10.1039/c39940002179

Sequestering uranium from seawater: binding strength and modes of uranyl complexes with glutarimidedioxime
journal, January 2012

Tian, Guoxin; Teat, Simon J.; Zhang, Zhiyong
Dalton Transactions, Vol. 41, Issue 38
DOI: 10.1039/c2dt30978e

Structural and spectroscopic studies of a rare non-oxido V( v ) complex crystallized from aqueous solution
journal, January 2016

Leggett, C. J.; Parker, B. F.; Teat, S. J.
Chemical Science, Vol. 7, Issue 4
DOI: 10.1039/C5SC03958D

Complexation of calcium and magnesium with glutarimidedioxime: Implications for the extraction of uranium from seawater
journal, July 2015

Leggett, Christina J.; Rao, Linfeng
Polyhedron, Vol. 95
DOI: 10.1016/j.poly.2015.04.004

Standard Electrode Potentials and Temperature Coefficients in Water at 298.15 K
journal, January 1989

Bratsch, Steven G.
Journal of Physical and Chemical Reference Data, Vol. 18, Issue 1
DOI: 10.1063/1.555839

Formation in aqueous solution of a non-oxido VIV complex with VN6 coordination. Potentiometric, ESI-MS, spectroscopic and computational characterization
journal, January 2013

Lodyga-Chruscinska, Elzbieta; Szebesczyk, Agnieszka; Sanna, Daniele
Dalton Transactions, Vol. 42, Issue 37
DOI: 10.1039/c3dt50969a

Vanadium Compounds as Catalysts for the Oxidation of Sulfur Dioxide ¹
journal, May 1930

Holmes, Harry N.; Elder, A. L.
Industrial & Engineering Chemistry, Vol. 22, Issue 5
DOI: 10.1021/ie50245a013

Recovery of Uranium from Seawater: A Review of Current Status and Future Research Needs
journal, January 2013

Kim, Jungseung; Tsouris, Costas; Mayes, Richard T.
Separation Science and Technology, Vol. 48, Issue 3
DOI: 10.1080/01496395.2012.712599

Oxygen transfer from amidoximes to Mo(II) centers: synthesis and X-ray crystallographic characterization of [CH3C(NH2)2]2[Mo4O12{CH3C(NH2)NO}2]·2C2H5OH
journal, December 1990

Chilou, Valérie; Gouzerh, Pierre; Jeannin, Yves
Inorganica Chimica Acta, Vol. 178, Issue 1
DOI: 10.1016/S0020-1693(00)88128-1

Oxygen Abstraction Reactions of N-Substituted Hydroxamic Acids with Molybdenum(V) and Vanadium(III) and -(IV) Compounds
journal, January 1996

Brown, David A.; Bögge, H.; Coogan, R.
Inorganic Chemistry, Vol. 35, Issue 6
DOI: 10.1021/ic950819r

The Chemistry of Amidoximes and Related Compounds.
journal, April 1962

Eloy, F.; Lenaers, R.
Chemical Reviews, Vol. 62, Issue 2
DOI: 10.1021/cr60216a003

Preparation of Amidines from Amidoximes via Transfer Hydrogenation
journal, August 2011

Mahajan, Umesh S.; Godinde, Rupesh R.; Mandhare, P. N.
Synthetic Communications, Vol. 41, Issue 15
DOI: 10.1080/00397911.2010.488307

New vanadium-(IV) and -(V) analogues of Amavadin ‡
journal, January 1997

Smith, Paul D.; Berry, Robert E.; Harben, Spencer M.
Journal of the Chemical Society, Dalton Transactions, Issue 23
DOI: 10.1039/a703683c

Complexation of glutarimidedioxime with Fe(iii), Cu(ii), Pb(ii), and Ni(ii), the competing ions for the sequestration of U(vi) from seawater
journal, January 2013

Sun, Xiaoqi; Xu, Chao; Tian, Guoxin
Dalton Transactions, Vol. 42, Issue 40
DOI: 10.1039/c3dt51767e

Chemical Redox Agents for Organometallic Chemistry
journal, January 1996

Connelly, Neil G.; Geiger, William E.
Chemical Reviews, Vol. 96, Issue 2
DOI: 10.1021/cr940053x

How Amidoximate Binds the Uranyl Cation
journal, February 2012

Vukovic, Sinisa; Watson, Lori A.; Kang, Sung Ok
Inorganic Chemistry, Vol. 51, Issue 6
DOI: 10.1021/ic300062s

Cyclic Imide Dioximes: Formation and Hydrolytic Stability
journal, May 2012

Kang, Sung Ok; Vukovic, Sinisa; Custelcean, Radu
Industrial & Engineering Chemistry Research, Vol. 51, Issue 19
DOI: 10.1021/ie300492z

The oxidation of uranium(IV) by N-phenylbenzohydroxamic acid and the structure of the reaction product: Chlorodioxo-N-phenylbenzohydroxamato-bis(Tetrahydrofuran)uranium(VI)[1]
journal, January 1979

Smith, William L.; Raymond, Kenneth N.
Journal of Inorganic and Nuclear Chemistry, Vol. 41, Issue 10
DOI: 10.1016/0022-1902(79)80206-7

Thermodynamic studies of U(vi) complexation with glutardiamidoxime for sequestration of uranium from seawater
journal, January 2013

Tian, Guoxin; Teat, Simon J.; Rao, Linfeng
Dalton Transactions, Vol. 42, Issue 16
DOI: 10.1039/c3dt32940b

REDUCTION OF N -HYDROXYLATED COMPOUNDS: AMIDOXIMES ( N -HYDROXYAMIDINES) AS PRO-DRUGS OF AMIDINES
journal, January 2002

Clement, Bernd
Drug Metabolism Reviews, Vol. 34, Issue 3
DOI: 10.1081/DMR-120005643

Ueber Hydroxylaminabkömmlinge der Bernsteinsäure und Glutarsäure
journal, July 1891

Garny, Fritz
Berichte der deutschen chemischen Gesellschaft, Vol. 24, Issue 2
DOI: 10.1002/cber.189102402201

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Title: Interactions of vanadium( iv ) with amidoxime ligands: redox reactivity

Abstract

Citation Formats

The Uranium from Seawater Program at the Pacific Northwest National Laboratory: Overview of Marine Testing, Adsorbent Characterization, Adsorbent Durability, Adsorbent Toxicity, and Deployment Studies journal, December 2015

Elution of Uranium and Transition Metals from Amidoxime-Based Polymer Adsorbents for Sequestering Uranium from Seawater journal, December 2015

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Vanadium-51 NMR journal, January 1990

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Origin of the unusually strong and selective binding of vanadium by polyamidoximes in seawater journal, November 2017

Chemical Speciation of Uranium(VI) in Marine Environments: Complexation of Calcium and Magnesium Ions with [(UO 2 )(CO 3 ) 3 ] 4− and the Effect on the Extraction of Uranium from Seawater journal, September 2014

Reactivity of oximes and amide oximes towards oxo-vanadium compounds journal, January 1994

Sequestering uranium from seawater: binding strength and modes of uranyl complexes with glutarimidedioxime journal, January 2012

Structural and spectroscopic studies of a rare non-oxido V( v ) complex crystallized from aqueous solution journal, January 2016

Complexation of calcium and magnesium with glutarimidedioxime: Implications for the extraction of uranium from seawater journal, July 2015

Standard Electrode Potentials and Temperature Coefficients in Water at 298.15 K journal, January 1989

Formation in aqueous solution of a non-oxido VIV complex with VN6 coordination. Potentiometric, ESI-MS, spectroscopic and computational characterization journal, January 2013

Vanadium Compounds as Catalysts for the Oxidation of Sulfur Dioxide 1 journal, May 1930

Recovery of Uranium from Seawater: A Review of Current Status and Future Research Needs journal, January 2013

Oxygen transfer from amidoximes to Mo(II) centers: synthesis and X-ray crystallographic characterization of [CH3C(NH2)2]2[Mo4O12{CH3C(NH2)NO}2]·2C2H5OH journal, December 1990

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The Chemistry of Amidoximes and Related Compounds. journal, April 1962

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New vanadium-(IV) and -(V) analogues of Amavadin ‡ journal, January 1997

Complexation of glutarimidedioxime with Fe(iii), Cu(ii), Pb(ii), and Ni(ii), the competing ions for the sequestration of U(vi) from seawater journal, January 2013

Chemical Redox Agents for Organometallic Chemistry journal, January 1996

How Amidoximate Binds the Uranyl Cation journal, February 2012

Cyclic Imide Dioximes: Formation and Hydrolytic Stability journal, May 2012

The oxidation of uranium(IV) by N-phenylbenzohydroxamic acid and the structure of the reaction product: Chlorodioxo-N-phenylbenzohydroxamato-bis(Tetrahydrofuran)uranium(VI)[1] journal, January 1979

Thermodynamic studies of U(vi) complexation with glutardiamidoxime for sequestration of uranium from seawater journal, January 2013

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The Uranium from Seawater Program at the Pacific Northwest National Laboratory: Overview of Marine Testing, Adsorbent Characterization, Adsorbent Durability, Adsorbent Toxicity, and Deployment Studies
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Amavadin, a vanadium natural complex: Its role and applications
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Vanadium speciation and cycling in coastal waters
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Vanadium-51 NMR
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Reactivity of oximes and amide oximes towards oxo-vanadium compounds
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Sequestering uranium from seawater: binding strength and modes of uranyl complexes with glutarimidedioxime
journal, January 2012

Structural and spectroscopic studies of a rare non-oxido V( v ) complex crystallized from aqueous solution
journal, January 2016

Complexation of calcium and magnesium with glutarimidedioxime: Implications for the extraction of uranium from seawater
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Standard Electrode Potentials and Temperature Coefficients in Water at 298.15 K
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Formation in aqueous solution of a non-oxido VIV complex with VN6 coordination. Potentiometric, ESI-MS, spectroscopic and computational characterization
journal, January 2013

Vanadium Compounds as Catalysts for the Oxidation of Sulfur Dioxide ¹
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Recovery of Uranium from Seawater: A Review of Current Status and Future Research Needs
journal, January 2013

Oxygen transfer from amidoximes to Mo(II) centers: synthesis and X-ray crystallographic characterization of [CH3C(NH2)2]2[Mo4O12{CH3C(NH2)NO}2]·2C2H5OH
journal, December 1990

Oxygen Abstraction Reactions of N-Substituted Hydroxamic Acids with Molybdenum(V) and Vanadium(III) and -(IV) Compounds
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The Chemistry of Amidoximes and Related Compounds.
journal, April 1962

Preparation of Amidines from Amidoximes via Transfer Hydrogenation
journal, August 2011

New vanadium-(IV) and -(V) analogues of Amavadin ‡
journal, January 1997

Complexation of glutarimidedioxime with Fe(iii), Cu(ii), Pb(ii), and Ni(ii), the competing ions for the sequestration of U(vi) from seawater
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Chemical Redox Agents for Organometallic Chemistry
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