Molecular Dynamics Simulations of Complexation of Am(III) with a Preorganized Dicationic Ligand in an Ionic Liquid
Abstract
Preorganized ligands with imidazolium arms have been found to be highly selective in extracting Am(III) into ionic liquids (ILs), but the detailed structure and mechanism of the complexation process in the ionic solvation environment are unclear. Here, we carry out molecular dynamics simulation of the complexation of Am(III) with a preorganized 1,10-phenanthroline-2,9-dicarboxamide complexant (L) functionalized with alkyl chains and imidazolium cations in the butylmethylimidazolium bistriflimide ([BMIM][NTf2]) IL. Both Am:L (1:1) and Am:L2 (1:2) complexes are examined. In the absence of the ligand, Am(III) is found to be coordinated by six NTf2 anions via nine O donors in the first solvation shell. In the Am:L complex, Am(III) is coordinated to the ligand via two O donors and four NTf2 anions via seven O donors in the first coordination shell. In the Am:L2 complex, Am(III) is coordinated to the two ligands via four O donors and four NTf2 anions via five O donors. The imidazolium arms of the ligands play an important role in the secondary solvation environment by attracting NTf2 anions closer to the metal center. As a result, we find that the binding free energy for the second L2+ ligand is twice that for the first L2+ ligand, making themore »
- Authors:
-
[2];
[2];
[3];
[1]
- Univ. of California, Riverside, CA (United States)
- Oak Ridge National Lab. (ORNL), Oak Ridge, TN (United States)
- Oak Ridge National Lab. (ORNL), Oak Ridge, TN (United States); Univ. of Tennessee, Knoxville, TN (United States)
- Publication Date:
- Research Org.:
- Oak Ridge National Lab. (ORNL), Oak Ridge, TN (United States)
- Sponsoring Org.:
- USDOE Office of Science (SC), Basic Energy Sciences (BES)
- OSTI Identifier:
- 1836437
- Grant/Contract Number:
- AC05-00OR22725; SC00ERKCG21
- Resource Type:
- Accepted Manuscript
- Journal Name:
- Journal of Physical Chemistry. B, Condensed Matter, Materials, Surfaces, Interfaces and Biophysical Chemistry
- Additional Journal Information:
- Journal Volume: 125; Journal Issue: 30; Journal ID: ISSN 1520-6106
- Publisher:
- American Chemical Society
- Country of Publication:
- United States
- Language:
- English
- Subject:
- 37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY; salts; anions; ligands; ions; solvents; molecular dynamics simulation; preorganized ligands; ionic liquids; Americium; ion extraction; complexation; binding free energy
Citation Formats
Singh, Meena B., Fu, Yuqing, Popovs, Ilja, Jansone-Popova, Santa, Dai, Sheng, and Jiang, De-en. Molecular Dynamics Simulations of Complexation of Am(III) with a Preorganized Dicationic Ligand in an Ionic Liquid. United States: N. p., 2021.
Web. doi:10.1021/acs.jpcb.1c04410.
Singh, Meena B., Fu, Yuqing, Popovs, Ilja, Jansone-Popova, Santa, Dai, Sheng, & Jiang, De-en. Molecular Dynamics Simulations of Complexation of Am(III) with a Preorganized Dicationic Ligand in an Ionic Liquid. United States. https://doi.org/10.1021/acs.jpcb.1c04410
Singh, Meena B., Fu, Yuqing, Popovs, Ilja, Jansone-Popova, Santa, Dai, Sheng, and Jiang, De-en. Thu .
"Molecular Dynamics Simulations of Complexation of Am(III) with a Preorganized Dicationic Ligand in an Ionic Liquid". United States. https://doi.org/10.1021/acs.jpcb.1c04410. https://www.osti.gov/servlets/purl/1836437.
@article{osti_1836437,
title = {Molecular Dynamics Simulations of Complexation of Am(III) with a Preorganized Dicationic Ligand in an Ionic Liquid},
author = {Singh, Meena B. and Fu, Yuqing and Popovs, Ilja and Jansone-Popova, Santa and Dai, Sheng and Jiang, De-en},
abstractNote = {Preorganized ligands with imidazolium arms have been found to be highly selective in extracting Am(III) into ionic liquids (ILs), but the detailed structure and mechanism of the complexation process in the ionic solvation environment are unclear. Here, we carry out molecular dynamics simulation of the complexation of Am(III) with a preorganized 1,10-phenanthroline-2,9-dicarboxamide complexant (L) functionalized with alkyl chains and imidazolium cations in the butylmethylimidazolium bistriflimide ([BMIM][NTf2]) IL. Both Am:L (1:1) and Am:L2 (1:2) complexes are examined. In the absence of the ligand, Am(III) is found to be coordinated by six NTf2 anions via nine O donors in the first solvation shell. In the Am:L complex, Am(III) is coordinated to the ligand via two O donors and four NTf2 anions via seven O donors in the first coordination shell. In the Am:L2 complex, Am(III) is coordinated to the two ligands via four O donors and four NTf2 anions via five O donors. The imidazolium arms of the ligands play an important role in the secondary solvation environment by attracting NTf2 anions closer to the metal center. As a result, we find that the binding free energy for the second L2+ ligand is twice that for the first L2+ ligand, making the Am:L2 complex significantly more stable than the Am:L complex. This study highlights the multiple factors and tunability in using preorganized ligands with charged functional groups in an ionic solvation environment, which could hold the key to achieving desired selectivity in ion extraction efficiency.},
doi = {10.1021/acs.jpcb.1c04410},
journal = {Journal of Physical Chemistry. B, Condensed Matter, Materials, Surfaces, Interfaces and Biophysical Chemistry},
number = 30,
volume = 125,
place = {United States},
year = {Thu Jul 22 00:00:00 EDT 2021},
month = {Thu Jul 22 00:00:00 EDT 2021}
}
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Works referenced in this record:
New bis(triazinyl) pyridines for selective extraction of americium(iii)
journal, January 2006
- Hudson, Michael J.; Boucher, Carole E.; Braekers, Damien
- New Journal of Chemistry, Vol. 30, Issue 8
Constant pressure molecular dynamics for molecular systems
journal, December 1983
- Nosé, Shuichi; Klein, M. L.
- Molecular Physics, Vol. 50, Issue 5
Recent advances in metal extraction improvement: Mixture systems consisting of ionic liquid and molecular extractant
journal, February 2019
- Wang, Ling Yun; Guo, Qing Jie; Lee, Man Seung
- Separation and Purification Technology, Vol. 210
Diglycolamide-Based Solvent Systems in Room Temperature Ionic Liquids for Actinide Ion Extraction: A Review
journal, June 2015
- Mohapatra, Prasanta Kumar
- Chemical Product and Process Modeling, Vol. 10, Issue 2
A molecular dynamics method for simulations in the canonical ensemble
journal, June 1984
- Nosé, Shūichi
- Molecular Physics, Vol. 52, Issue 2
Development and Testing of the OPLS All-Atom Force Field on Conformational Energetics and Properties of Organic Liquids
journal, January 1996
- Jorgensen, William L.; Maxwell, David S.; Tirado-Rives, Julian
- Journal of the American Chemical Society, Vol. 118, Issue 45
Highly Efficient Separation of Actinides from Lanthanides by a Phenanthroline-Derived Bis-triazine Ligand
journal, August 2011
- Lewis, Frank W.; Harwood, Laurence M.; Hudson, Michael J.
- Journal of the American Chemical Society, Vol. 133, Issue 33
GROMACS: A message-passing parallel molecular dynamics implementation
journal, September 1995
- Berendsen, H. J. C.; van der Spoel, D.; van Drunen, R.
- Computer Physics Communications, Vol. 91, Issue 1-3
Actinide selectivity of 1,10-phenanthroline-2,9-dicarboxamide and its derivatives: a theoretical prediction followed by experimental validation
journal, January 2015
- Manna, Debashree; Mula, Soumyaditya; Bhattacharyya, Arunasis
- Dalton Transactions, Vol. 44, Issue 3
Structure and Conformational Response of Pure and Lithium-Doped Ionic Liquids to Pressure Alterations from Molecular Dynamics Simulations
journal, March 2020
- Reddy, Th. Dhileep N.; Mallik, Bhabani S.
- The Journal of Physical Chemistry B, Vol. 124, Issue 12
Particle mesh Ewald: An N ⋅log( N ) method for Ewald sums in large systems
journal, June 1993
- Darden, Tom; York, Darrin; Pedersen, Lee
- The Journal of Chemical Physics, Vol. 98, Issue 12
Actinide Partitioning—A Review
journal, May 2001
- Mathur, J. N.; Murali, M. S.; Nash, K. L.
- Solvent Extraction and Ion Exchange, Vol. 19, Issue 3
Selective Extraction of Minor Actinides from Acidic Media Using Symmetric and Asymmetric Dithiophosphinic Acids
journal, July 2010
- Peterman, D. R.; Greenhalgh, M. R.; Tillotson, R. D.
- Separation Science and Technology, Vol. 45, Issue 12-13
Task-specific ionic liquids for the extraction of metal ions from aqueous solutions
journal, January 2001
- Visser, Ann E.; Swatloski, Richard P.; Reichert, W. Matthew
- Chemical Communications, Issue 1
THE weighted histogram analysis method for free-energy calculations on biomolecules. I. The method
journal, October 1992
- Kumar, Shankar; Rosenberg, John M.; Bouzida, Djamal
- Journal of Computational Chemistry, Vol. 13, Issue 8
Interaction of 6,6′′-bis(5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-1,2,4-benzotriazin-3-yl)-2,2′:6′,2′′-terpyridine (CyMe4-BTTP) with some trivalent ions such as lanthanide(iii) ions and americium(iii)
journal, January 2010
- Lewis, Frank W.; Harwood, Laurence M.; Hudson, Michael J.
- Dalton Transactions, Vol. 39, Issue 21
GROMACS: Fast, flexible, and free
journal, January 2005
- Van Der Spoel, David; Lindahl, Erik; Hess, Berk
- Journal of Computational Chemistry, Vol. 26, Issue 16
2,9-Dicarbonyl-1,10-phenanthroline derivatives with an unprecedented Am(iii)/Eu(iii) selectivity under highly acidic conditions
journal, January 2013
- Galletta, Michele; Scaravaggi, Stefano; Macerata, Elena
- Dalton Transactions, Vol. 42, Issue 48
Use of dicyanamide ionic liquids for extraction of metal ions
journal, January 2016
- Boudesocque, S.; Mohamadou, A.; Dupont, L.
- RSC Advances, Vol. 6, Issue 109
GROMACS 3.0: a package for molecular simulation and trajectory analysis
journal, August 2001
- Lindahl, Erik; Hess, Berk; van der Spoel, David
- Journal of Molecular Modeling, Vol. 7, Issue 8
Hydrophilic Sulfonated 2,9-Diamide-1,10-phenanthroline Endowed with a Highly Effective Ligand for Separation of Americium(III) from Europium(III): Extraction, Spectroscopy, and Density Functional Theory Calculations
journal, December 2020
- Ren, Peng; Huang, Pin-wen; Yang, Xiao-fan
- Inorganic Chemistry, Vol. 60, Issue 1
Fast selective homogeneous extraction of UO22+ with carboxyl-functionalised task-specific ionic liquids
journal, March 2017
- Ao, Yinyong; Chen, Jian; Xu, Min
- Scientific Reports, Vol. 7, Issue 1
Polymorphic transitions in single crystals: A new molecular dynamics method
journal, December 1981
- Parrinello, M.; Rahman, A.
- Journal of Applied Physics, Vol. 52, Issue 12
Controlling the Intermediate Structure of an Ionic Liquid for f-Block Element Separations
journal, April 2017
- Abney, Carter W.; Do, Changwoo; Luo, Huimin
- The Journal of Physical Chemistry Letters, Vol. 8, Issue 9
Complexation behavior of trivalent actinides and lanthanides with 1,10-phenanthroline-2,9-dicarboxylic acid based ligands: insight from density functional theory
journal, January 2012
- Manna, Debashree; Ghanty, Tapan K.
- Physical Chemistry Chemical Physics, Vol. 14, Issue 31
Density of 1-Butyl-3-methylimidazolium Bis(trifluoromethanesulfonyl)amide and 1-Hexyl-3-methylimidazolium Bis(trifluoromethanesulfonyl)amide over an Extended Pressure Range up to 250 MPa
journal, April 2015
- Kanakubo, Mitsuhiro; Harris, Kenneth R.
- Journal of Chemical & Engineering Data, Vol. 60, Issue 5
Selective separation of americium from europium using 2,9-bis(triazine)-1,10-phenanthrolines in ionic liquids: a new twist on an old story
journal, January 2017
- Williams, Neil J.; Dehaudt, Jérémy; Bryantsev, Vyacheslav S.
- Chemical Communications, Vol. 53, Issue 18
A highly efficient solvent system containing TODGA in room temperature ionic liquids for actinide extraction
journal, August 2012
- Panja, S.; Mohapatra, P. K.; Tripathi, S. C.
- Separation and Purification Technology, Vol. 96
GROMACS: High performance molecular simulations through multi-level parallelism from laptops to supercomputers
journal, September 2015
- Abraham, Mark James; Murtola, Teemu; Schulz, Roland
- SoftwareX, Vol. 1-2
Task-Specific Ionic Liquids Incorporating Novel Cations for the Coordination and Extraction of Hg 2+ and Cd 2+ : Synthesis, Characterization, and Extraction Studies
journal, June 2002
- Visser, Ann E.; Swatloski, Richard P.; Reichert, W. Matthew
- Environmental Science & Technology, Vol. 36, Issue 11
Molecular dynamics simulation of the room-temperature ionic liquid 1-butyl-3-methylimidazolium tetrafluoroborate
journal, December 2007
- Resende Prado, Carlos Eduardo; Gomide Freitas, Luiz Carlos
- Journal of Molecular Structure: THEOCHEM, Vol. 847, Issue 1-3
Machine learning for interatomic potential models
journal, February 2020
- Mueller, Tim; Hernandez, Alberto; Wang, Chuhong
- The Journal of Chemical Physics, Vol. 152, Issue 5
Development of an All-Atom Force Field for Heterocycles. Properties of Liquid Pyrrole, Furan, Diazoles, and Oxazoles
journal, October 1998
- McDonald, Nora A.; Jorgensen, William L.
- The Journal of Physical Chemistry B, Vol. 102, Issue 41
Excellent Selectivity for Actinides with a Tetradentate 2,9-Diamide-1,10-Phenanthroline Ligand in Highly Acidic Solution: A Hard–Soft Donor Combined Strategy
journal, January 2014
- Xiao, Cheng-Liang; Wang, Cong-Zhi; Yuan, Li-Yong
- Inorganic Chemistry, Vol. 53, Issue 3
On the development of polarizable and Lennard-Jones force fields to study hydration structure and dynamics of actinide(III) ions based on effective ionic radii
journal, October 2017
- Spezia, Riccardo; Migliorati, Valentina; D’Angelo, Paola
- The Journal of Chemical Physics, Vol. 147, Issue 16
A Second Generation Force Field for the Simulation of Proteins, Nucleic Acids, and Organic Molecules
journal, May 1995
- Cornell, Wendy D.; Cieplak, Piotr; Bayly, Christopher I.
- Journal of the American Chemical Society, Vol. 117, Issue 19
The structures of CyMe 4 -BTBP complexes of americium( iii ) and europium( iii ) in solvents used in solvent extraction, explaining their separation properties
journal, January 2015
- Ekberg, Christian; Löfström-Engdahl, Elin; Aneheim, Emma
- Dalton Transactions, Vol. 44, Issue 42
Selective Extraction of Americium(III) over Europium(III) Ions with Pyridylpyrazole Ligands: Structure–Property Relationships
journal, January 2017
- Su, Dongping; Liu, Ying; Li, Shimeng
- European Journal of Inorganic Chemistry, Vol. 2017, Issue 3
Molecular Dynamics Simulations of Ionic Liquids and Electrolytes Using Polarizable Force Fields
journal, May 2019
- Bedrov, Dmitry; Piquemal, Jean-Philip; Borodin, Oleg
- Chemical Reviews, Vol. 119, Issue 13
Selective separation of trivalent f-ions using 1,10-phenanthroline-2,9-dicarboxamide ligands in ionic liquids
journal, January 2016
- Dehaudt, Jérémy; Williams, Neil J.; Shkrob, Ilya A.
- Dalton Transactions, Vol. 45, Issue 29
6,6′-bis-(5,6-diethyl-[1,2,4]triazin-3-yl)-2,2′-bipyridyl the first example of a new class of quadridentate heterocyclic extraction reagents for the separation of americium(III) and europium(III)
journal, March 2005
- Drew, Michael G. B.; Foreman, Mark R. S. J.; Hill, Clément
- Inorganic Chemistry Communications, Vol. 8, Issue 3
Characterization of Biaryl Torsional Energetics and its Treatment in OPLS All-Atom Force Fields
journal, April 2013
- Dahlgren, Markus K.; Schyman, Patric; Tirado-Rives, Julian
- Journal of Chemical Information and Modeling, Vol. 53, Issue 5
Molecular Force Field for Ionic Liquids Composed of Triflate or Bistriflylimide Anions
journal, October 2004
- Canongia Lopes, José N.; Pádua, Agílio A. H.
- The Journal of Physical Chemistry B, Vol. 108, Issue 43
Development of an all-atom force field for heterocycles. Properties of liquid pyridine and diazenes
journal, February 1998
- Jorgensen, William L.; McDonald, Nora A.
- Journal of Molecular Structure: THEOCHEM, Vol. 424, Issue 1-2