logo

OR SEARCH CITATIONS

My Activity
Publications
CONTENT TYPES

Figure 1Loading Img
Download Hi-Res ImageDownload to MS-PowerPointCite This:J. Phys. Chem. B 2012, 116, 30, 9122-9129
RETURN TO ISSUEPREVArticleNEXT

Quantum Mechanical Continuum Solvation Models for Ionic Liquids

View Author Information
† Departamento de Química, Facultad de Ciencias, Universidad de Chile, Casilla 653, Santiago, Chile
‡ Department of Chemistry and Supercomputing Institute, University of Minnesota, 207 Pleasant Street SE, Minneapolis, Minnesota 55455, United States
*E-mail: [email protected] (R.C.); [email protected] (C.J.C.); [email protected] (D.G.T.).
Cite this: J. Phys. Chem. B 2012, 116, 30, 9122–9129
Publication Date (Web):June 26, 2012
https://doi.org/10.1021/jp304365v
Copyright © 2012 American Chemical Society
RIGHTS & PERMISSIONS
Article Views
3080
Altmetric
-
Citations
121
LEARN ABOUT THESE METRICS
Read OnlinePDF (472 KB)
Get e-Alerts
Supporting Info (1)»
SUBJECTS:

Abstract

Abstract Image

The quantum mechanical SMD continuum universal solvation model can be applied to predict the free energy of solvation of any solute in any solvent following specification of various macroscopic solvent parameters. For three ionic liquids where these descriptors are readily available, the SMD solvation model exhibits a mean unsigned error of 0.48 kcal/mol for 93 solvation free energies of neutral solutes and a mean unsigned error of 1.10 kcal/mol for 148 water-to-IL transfer free energies. Because the necessary solvent parameters are not always available for a given ionic liquid, we determine average values for a set of ionic liquids over which measurements have been made in order to define a generic ionic liquid solvation model, SMD-GIL. Considering 11 different ionic liquids, the SMD-GIL solvation model exhibits a mean unsigned error of 0.43 kcal/mol for 344 solvation free energies of neutral solutes and a mean unsigned error of 0.61 kcal/mol for 431 water-to-IL transfer free energies. As these errors are similar in magnitude to those typically observed when applying continuum solvation models to ordinary liquids, we conclude that the SMD universal solvation model may be applied to ionic liquids as well as ordinary liquids.

Supporting Information

ARTICLE SECTIONS
Jump To

Reference data for water/ionic-liquid partitioning data and associated literature references, an extended table with errors in solvation and transfer free energies calculated by various methods, and Cartesian coordinates of tested solute molecules. This material is available free of charge via the Internet at http://pubs.acs.org.

Terms & Conditions

Most electronic Supporting Information files are available without a subscription to ACS Web Editions. Such files may be downloaded by article for research use (if there is a public use license linked to the relevant article, that license may permit other uses). Permission may be obtained from ACS for other uses through requests via the RightsLink permission system: http://pubs.acs.org/page/copyright/permissions.html.

Cited By

This article is cited by 121 publications.

  1. Rae A. Corrigan, Guowei Qi, Andrew C. Thiel, Jack R. Lynn, Brandon D. Walker, Thomas L. Casavant, Louis Lagardere, Jean-Philip Piquemal, Jay W. Ponder, Pengyu Ren, Michael J. Schnieders. Implicit Solvents for the Polarizable Atomic Multipole AMOEBA Force Field. Journal of Chemical Theory and Computation 2021, 17 (4) , 2323-2341. https://doi.org/10.1021/acs.jctc.0c01286
  2. Abderrahman Atifi, Piotr J. Mak, Michael D. Ryan. Ion Pairing versus Solvation of Dinitrobenzene Anions in Room-Temperature Ionic Liquids (RTILs): Vibrational Signatures of RTIL–Substrate Interactions. The Journal of Physical Chemistry A 2020, 124 (49) , 10225-10238. https://doi.org/10.1021/acs.jpca.0c06267
  3. Wenjing Zhou, Jianbo Liu, Steven D. Chambreau, Ghanshyam L. Vaghjiani. Molecular Dynamics Simulations, Reaction Pathway and Mechanism Dissection, and Kinetics Modeling of the Nitric Acid Oxidation of Dicyanamide and Dicyanoborohydride Anions. The Journal of Physical Chemistry B 2020, 124 (49) , 11175-11188. https://doi.org/10.1021/acs.jpcb.0c07823
  4. Bo Wang, Cuiyu Li, Jia Xiangyu, Tong Zhu, John Z. H. Zhang. An Approach to Computing Solvent Reorganization Energy. Journal of Chemical Theory and Computation 2020, 16 (10) , 6513-6519. https://doi.org/10.1021/acs.jctc.0c00672
  5. Qi Wang, Ning Wang, Wenhui Liu, Yan Yan, Hongmei Su, Min Wang, Guanju Zhang, Yanzhao Yang. ESP–ALIE Analysis as a Theoretical Tool for Identifying the Coordination Atoms of Possible Multisite Extractants: Validation and Prediction. ACS Sustainable Chemistry & Engineering 2020, 8 (38) , 14353-14364. https://doi.org/10.1021/acssuschemeng.0c03934
  6. Jianbo Liu, Wenjing Zhou, Steven D. Chambreau, Ghanshyam L. Vaghjiani. Molecular Dynamics Simulations and Product Vibrational Spectral Analysis for the Reactions of NO2 with 1-Ethyl-3-methylimidazolium Dicyanamide (EMIM+DCA–), 1-Butyl-3-methylimidazolium Dicyanamide (BMIM+DCA–), and 1-Allyl-3-methylimidazolium Dicyanamide (AMIM+DCA–). The Journal of Physical Chemistry B 2020, 124 (21) , 4303-4325. https://doi.org/10.1021/acs.jpcb.0c02253
  7. Achilleas Pipertzis, George Papamokos, Markus Mühlinghaus, Markus Mezger, Ullrich Scherf, George Floudas. What Determines the Glass Temperature and dc-Conductivity in Imidazolium-Polymerized Ionic Liquids with a Polythiophene Backbone?. Macromolecules 2020, 53 (9) , 3535-3550. https://doi.org/10.1021/acs.macromol.0c00226
  8. Yiying Yang, Yanhong Liu, Rongxiu Zhu, Dongju Zhang. Theoretical Insight into Palladium(II)–Counterion–Ligand Cooperative Regiodivergent Syntheses of Indolo[3,2-c]coumarins and Benzofuro[3,2-c]quinolinones from Diphenylethyne Derivatives. Inorganic Chemistry 2020, 59 (7) , 4741-4752. https://doi.org/10.1021/acs.inorgchem.0c00004
  9. Hong Yan, Lei Zhao, Yinge Bai, Fangfang Li, Haifeng Dong, Hui Wang, Xiangping Zhang, Shaojuan Zeng. Superbase Ionic Liquid-Based Deep Eutectic Solvents for Improving CO2 Absorption. ACS Sustainable Chemistry & Engineering 2020, 8 (6) , 2523-2530. https://doi.org/10.1021/acssuschemeng.9b07128
  10. Ning Wang, Jeehiun K. Lee. Gas-Phase and Ionic Liquid Experimental and Computational Studies of Imidazole Acidity and Carbon Dioxide Capture. The Journal of Organic Chemistry 2019, 84 (22) , 14593-14601. https://doi.org/10.1021/acs.joc.9b02193
  11. Xueli Mu, Lingli Han, Tao Liu. How and Why a Protic Ionic Liquid Efficiently Catalyzes Chemical Fixation of CO2 to Quinazoline-2,4-(1H,3H)-diones: Electrostatically Controlled Reactivity. The Journal of Physical Chemistry A 2019, 123 (43) , 9394-9402. https://doi.org/10.1021/acs.jpca.9b07838
  12. Yiying Yang, Yanhong Liu, Rongxiu Zhu, Chengbu Liu, Dongju Zhang. Theoretical Insight into the Mechanism and Origin of Divergent Reactivity in the Synthesis of Benzo-Heterocycles from o-Alkynylbenzamides Catalyzed by Gold and Platinum Complexes. The Journal of Organic Chemistry 2019, 84 (15) , 9705-9713. https://doi.org/10.1021/acs.joc.9b01441
  13. Zhaoyang Ju, Xiaoqian Yao, Xiaomin Liu, Lingli Ni, Jiayu Xin, Weihua Xiao. Theoretical Study on the Conversion Mechanism of Biobased 2,5-Dimethylfuran and Acrylic Acid into Aromatics Catalyzed by Brønsted Acid Ionic Liquids. Industrial & Engineering Chemistry Research 2019, 58 (25) , 11111-11120. https://doi.org/10.1021/acs.iecr.9b01585
  14. Jianbo Liu, Wenjing Zhou, Steven D. Chambreau, Ghanshyam L. Vaghjiani. Computational Study of the Reaction of 1-Methyl-4-amino-1,2,4-triazolium Dicyanamide with NO2: From Reaction Dynamics to Potential Surfaces, Kinetics and Spectroscopy. The Journal of Physical Chemistry B 2019, 123 (13) , 2956-2970. https://doi.org/10.1021/acs.jpcb.9b01015
  15. Savio J. Poovathingal, Timothy K. Minton, Robert K. Szilagyi. Evaluating Density Functionals by Examining Molecular Structures, Chemical Bonding, and Relative Energies of Mononuclear Ru–Cl–H–PR3 Isomers. The Journal of Physical Chemistry A 2019, 123 (1) , 343-358. https://doi.org/10.1021/acs.jpca.8b03216
  16. Anna Thomas, Steven D. Chambreau, Ghanshyam L. Vaghjiani. Ignition Delay Reduction with Sodium Addition to Imidazolium-Based Dicyanamide Ionic Liquid. The Journal of Physical Chemistry A 2019, 123 (1) , 10-14. https://doi.org/10.1021/acs.jpca.8b08678
  17. Feixiang Gao, Pengju Ji, Jin-Pei Cheng. Equilibrium Acidities of Nitroalkanes in an Ionic Liquid. The Journal of Organic Chemistry 2018, 83 (24) , 14962-14968. https://doi.org/10.1021/acs.joc.8b02183
  18. Zhen Wang, Fang Wang, Xiao-Song Xue, Pengju Ji. Acidity Scale of N-Heterocyclic Carbene Precursors: Can We Predict the Stability of NHC–CO2 Adducts?. Organic Letters 2018, 20 (19) , 6041-6045. https://doi.org/10.1021/acs.orglett.8b02290
  19. Jin-Dong Yang, Pengju Ji, Xiao-Song Xue, Jin-Pei Cheng. Recent Advances and Advisable Applications of Bond Energetics in Organic Chemistry. Journal of the American Chemical Society 2018, 140 (28) , 8611-8623. https://doi.org/10.1021/jacs.8b04104
  20. Durgesh V. Wagle, Hua Zhao, Carol A. Deakyne, Gary A. Baker. Quantum Chemical Evaluation of Deep Eutectic Solvents for the Extractive Desulfurization of Fuel. ACS Sustainable Chemistry & Engineering 2018, 6 (6) , 7525-7531. https://doi.org/10.1021/acssuschemeng.8b00224
  21. Kristen M. Vogelhuber, Ryan S. Booth, and Christopher J. Annesley . Theoretical Investigation of the Reactivity of Sodium Dicyanamide with Nitric Acid. The Journal of Physical Chemistry A 2018, 122 (8) , 1954-1959. https://doi.org/10.1021/acs.jpca.7b11661
  22. Stephen J. Brotton, Michael Lucas, Steven D. Chambreau, Ghanshyam L. Vaghjiani, Jiang Yu, Scott L. Anderson, and Ralf I. Kaiser . Spectroscopic Investigation of the Primary Reaction Intermediates in the Oxidation of Levitated Droplets of Energetic Ionic Liquids. The Journal of Physical Chemistry Letters 2017, 8 (24) , 6053-6059. https://doi.org/10.1021/acs.jpclett.7b02669
  23. Ana P. C. Ribeiro, Luísa M. D. R. S. Martins, Maxim L. Kuznetsov, and Armando J. L. Pombeiro . Tuning Cyclohexane Oxidation: Combination of Microwave Irradiation and Ionic Liquid with the C-Scorpionate [FeCl2(Tpm)] Catalyst. Organometallics 2017, 36 (1) , 192-198. https://doi.org/10.1021/acs.organomet.6b00620
  24. Steven D. Chambreau, Christine J. Koh, Denisia M. Popolan-Vaida, Christopher J. Gallegos, Justin B. Hooper, Dmitry Bedrov, Ghanshyam L. Vaghjiani, and Stephen R. Leone . Flow-Tube Investigations of Hypergolic Reactions of a Dicyanamide Ionic Liquid Via Tunable Vacuum Ultraviolet Aerosol Mass Spectrometry. The Journal of Physical Chemistry A 2016, 120 (41) , 8011-8023. https://doi.org/10.1021/acs.jpca.6b06289
  25. Jingjing Li, Jinghua Li, Dongju Zhang, and Chengbu Liu . DFT Study on the Mechanism of Formic Acid Decomposition by a Well-Defined Bifunctional Cyclometalated Iridium(III) Catalyst: Self-Assisted Concerted Dehydrogenation via Long-Range Intermolecular Hydrogen Migration. ACS Catalysis 2016, 6 (7) , 4746-4754. https://doi.org/10.1021/acscatal.6b00564
  26. Andrea Melchior, Clotilde Gaillard, Sara Gràcia Lanas, Marilena Tolazzi, Isabelle Billard, Sylvia Georg, Lola Sarrasin, and Maria Boltoeva . Nickel(II) Complexation with Nitrate in Dry [C4mim][Tf2N] Ionic Liquid: A Spectroscopic, Microcalorimetric, and Molecular Dynamics Study. Inorganic Chemistry 2016, 55 (7) , 3498-3507. https://doi.org/10.1021/acs.inorgchem.5b02937
  27. Mohammad Asadi, Bijandra Kumar, Cong Liu, Patrick Phillips, Poya Yasaei, Amirhossein Behranginia, Peter Zapol, Robert F. Klie, Larry A. Curtiss, and Amin Salehi-Khojin . Cathode Based on Molybdenum Disulfide Nanoflakes for Lithium–Oxygen Batteries. ACS Nano 2016, 10 (2) , 2167-2175. https://doi.org/10.1021/acsnano.5b06672
  28. Jingjing Li, Jinghua Li, Dongju Zhang, and Chengbu Liu . Theoretical Elucidation of Glucose Dehydration to 5-Hydroxymethylfurfural Catalyzed by a SO3H-Functionalized Ionic Liquid. The Journal of Physical Chemistry B 2015, 119 (42) , 13398-13406. https://doi.org/10.1021/acs.jpcb.5b07773
  29. Xiao-Song Xue, Ya Wang, Chen Yang, Pengju Ji, and Jin-Pei Cheng . Toward Prediction of the Chemistry in Ionic Liquids: An Accurate Computation of Absolute pKa Values of Benzoic Acids and Benzenethiols. The Journal of Organic Chemistry 2015, 80 (18) , 8997-9006. https://doi.org/10.1021/acs.joc.5b00693
  30. Xiaoshan Li, Liqi Zhang, Ying Zheng, and Chuguang Zheng . Effect of SO2 on CO2 Absorption in Flue Gas by Ionic Liquid 1-Ethyl-3-methylimidazolium Acetate. Industrial & Engineering Chemistry Research 2015, 54 (34) , 8569-8578. https://doi.org/10.1021/acs.iecr.5b02208
  31. Anna Pomogaeva , Daniel M. Chipman . Composite Method for Implicit Representation of Solvent in Dimethyl Sulfoxide and Acetonitrile. The Journal of Physical Chemistry A 2015, 119 (21) , 5173-5180. https://doi.org/10.1021/jp5098519
  32. Hiroshi Nakano, Junki Noguchi, Tomoyuki Mochida, and Hirofumi Sato . Theoretical Studies on the Electronic States and Liquid Structures of Ferrocenium-Based Ionic Liquids. The Journal of Physical Chemistry A 2015, 119 (21) , 5181-5188. https://doi.org/10.1021/jp509859f
  33. Hongping Li, Yonghui Chang, Wenshuai Zhu, Wei Jiang, Ming Zhang, Jiexiang Xia, Sheng Yin, and Huaming Li . A DFT Study of the Extractive Desulfurization Mechanism by [BMIM]+[AlCl4]− Ionic Liquid. The Journal of Physical Chemistry B 2015, 119 (19) , 5995-6009. https://doi.org/10.1021/acs.jpcb.5b00516
  34. Franciane D. Souza, Bruno S. Souza, Daniel W. Tondo, Elder C. Leopoldino, Haidi D. Fiedler, and Faruk Nome . Imidazolium-Based Zwitterionic Surfactants: Characterization of Normal and Reverse Micelles and Stabilization of Nanoparticles. Langmuir 2015, 31 (12) , 3587-3595. https://doi.org/10.1021/la504802k
  35. Abdul Rajjak Shaikh, Eiji Kamio, Hiromitsu Takaba, and Hideto Matsuyama . Effects of Water Concentration on the Free Volume of Amino Acid Ionic Liquids Investigated by Molecular Dynamics Simulations. The Journal of Physical Chemistry B 2015, 119 (1) , 263-273. https://doi.org/10.1021/jp5095239
  36. Steven D. Chambreau, Adam C. Schenk, Anna J. Sheppard, Gregory R. Yandek, Ghanshyam L. Vaghjiani, John Maciejewski, Christine J. Koh, Amir Golan, and Stephen R. Leone . Thermal Decomposition Mechanisms of Alkylimidazolium Ionic Liquids with Cyano-Functionalized Anions. The Journal of Physical Chemistry A 2014, 118 (47) , 11119-11132. https://doi.org/10.1021/jp5095855
  37. Zhen Wang, Pengju Ji, Xin Li, and Jin-Pei Cheng . Double-Line Hammett Relationship Revealed through Precise Acidity Measurement of Benzenethiols in Neat Ionic Media: A Typical “Ionic Liquid Effect”?. Organic Letters 2014, 16 (21) , 5744-5747. https://doi.org/10.1021/ol502808u
  38. Elizabeth L. M. Miguel, Poliana L. Silva, and Josefredo R. Pliego . Theoretical Prediction of pKa in Methanol: Testing SM8 and SMD Models for Carboxylic Acids, Phenols, and Amines. The Journal of Physical Chemistry B 2014, 118 (21) , 5730-5739. https://doi.org/10.1021/jp501379p
  39. Pavel A. Dub, Neil J. Henson, Richard L. Martin, and John C. Gordon . Unravelling the Mechanism of the Asymmetric Hydrogenation of Acetophenone by [RuX2(diphosphine)(1,2-diamine)] Catalysts. Journal of the American Chemical Society 2014, 136 (9) , 3505-3521. https://doi.org/10.1021/ja411374j
  40. Josefredo R. Pliego, Jr. and Elizabeth L. M. Miguel . Absolute Single-Ion Solvation Free Energy Scale in Methanol Determined by the Lithium Cluster-Continuum Approach. The Journal of Physical Chemistry B 2013, 117 (17) , 5129-5135. https://doi.org/10.1021/jp400069r
  41. Renato Contreras, Arie Aizman, Ricardo A. Tapia, and Andrea Cerda-Monje . Lewis Molecular Acidity of Ionic Liquids from Empirical Energy–Density Models. The Journal of Physical Chemistry B 2013, 117 (6) , 1911-1920. https://doi.org/10.1021/jp3114946
  42. Bharat Manna, Supratim Datta, Amit Ghosh. Understanding the dissolution of softwood lignin in ionic liquid and water mixed solvents. International Journal of Biological Macromolecules 2021, 182 , 402-412. https://doi.org/10.1016/j.ijbiomac.2021.04.006
  43. Changgeng Sun, Shaokun Tang. Hypergolic ionic mixtures with task-specific ions: A new strategy to improve performances of ionic liquids as propellant fuels. Combustion and Flame 2021, 228 , 107-113. https://doi.org/10.1016/j.combustflame.2021.01.041
  44. Yi Hu, Peicheng Luo. Energy change mechanisms of HMX solute molecules in pure solvents and binary solvent mixtures. Journal of Molecular Liquids 2021, 332 , 115898. https://doi.org/10.1016/j.molliq.2021.115898
  45. Valentina Migliorati, Giuseppe Fazio, Simone Pollastri, Alessandra Gentili, Pierpaolo Tomai, Francesco Tavani, Paola D'Angelo. Solubilization properties and structural characterization of dissociated HgO and HgCl2 in deep eutectic solvents. Journal of Molecular Liquids 2021, 329 , 115505. https://doi.org/10.1016/j.molliq.2021.115505
  46. Runyu Wang, Libo Lu, Jia Chen, Jiajing Kou, Hui Jin, Liejin Guo. Combining experiment and density functional theory to study the mechanism of thermochemical sulfate reduction by hydrogen in supercritical water. Journal of Molecular Liquids 2021, 330 , 115654. https://doi.org/10.1016/j.molliq.2021.115654
  47. Xiao Yun, Zhangyu Yu, Tao Liu. Theoretical investigation on the rhodium‐catalyzed coupling reaction of ketoxime with 1,3‐enynes: [4 + 1] vs [4 + 2] annulation. International Journal of Quantum Chemistry 2021, 121 (4) https://doi.org/10.1002/qua.26449
  48. Alhadji Malloum, Jean Jules Fifen, Jeanet Conradie. Determination of the absolute solvation free energy and enthalpy of the proton in solutions. Journal of Molecular Liquids 2021, 322 , 114919. https://doi.org/10.1016/j.molliq.2020.114919
  49. Jingjing Li, Binfen Wang, Hao Zhang, Yongmu Zhang, Xia Zhao. Theoretical Investigation of the Mechanism, Performance and Kinetic Experimental Phenomena on Brønsted Acidic Ionic Liquids Catalyzed Dehydration of Sorbitol to Isosorbide. ChemistrySelect 2020, 5 (46) , 14713-14720. https://doi.org/10.1002/slct.202004050
  50. Rodrigo Ormazábal-Toledo, Renato Contreras. Quantum mechanical and molecular dynamic approaches to describe solvation effects by neoteric solvents. Current Opinion in Green and Sustainable Chemistry 2020, 26 , 100395. https://doi.org/10.1016/j.cogsc.2020.100395
  51. Rene Böttcher, Sebastian Mai, Adriana Ispas, Andreas Bund. Comment and Corrigendum on “Aluminum Deposition and Dissolution in [EMIm]Cl-Based Ionic Liquids—Kinetics of Charge—Transfer and the Rate—Determining Step” [ J. Electrochem. Soc. , 167 , 102516 (2020)]. Journal of The Electrochemical Society 2020, 167 (14) , 148501. https://doi.org/10.1149/1945-7111/abc030
  52. Chun-Shuai Cao, Jingzhen Wang, Xiaoyong Yu, Yinqing Zhang, Lingyan Zhu. Photodegradation of seven bisphenol analogues by Bi5O7I/UiO-67 heterojunction: Relationship between the chemical structures and removal efficiency. Applied Catalysis B: Environmental 2020, 277 , 119222. https://doi.org/10.1016/j.apcatb.2020.119222
  53. Changyong Cai, Yani Wang, Yongjian Yi, Fenfang Li, Zhijian Tan. Ionic liquids simultaneously used as accelerants, stabilizers and extractants for improving the cannabidiol extraction from industrial hemp. Industrial Crops and Products 2020, 155 , 112796. https://doi.org/10.1016/j.indcrop.2020.112796
  54. Masaya Imai, Ichiro Tanabe, Akifumi Ikehata, Yukihiro Ozaki, Ken-ichi Fukui. Attenuated total reflectance far-ultraviolet and deep-ultraviolet spectroscopy analysis of the electronic structure of a dicyanamide-based ionic liquid with Li +. Physical Chemistry Chemical Physics 2020, 22 (38) , 21768-21775. https://doi.org/10.1039/D0CP03865B
  55. Rene Böttcher, Sebastian Mai, Adriana Ispas, Andreas Bund. Aluminum Deposition and Dissolution in [EMIm]Cl-Based Ionic Liquids–Kinetics of Charge–Transfer and the Rate–Determining Step. Journal of The Electrochemical Society 2020, 167 (10) , 102516. https://doi.org/10.1149/1945-7111/ab9c84
  56. Zhaomin Wang, Liuming Yan, Baohua Yue, Tao Jiang, Shuming Peng, Weimiao Lv, Dongqing Zhang. Density Functional Theory Calculations of Redox Potentials of Neptunium Complexes in Ionic Liquid. Journal of The Electrochemical Society 2020, 167 (13) , 136503. https://doi.org/10.1149/1945-7111/abb6c9
  57. Jie Yang, Quan-Song Li, Ze-Sheng Li. End-capped group manipulation of indacenodithienothiophene-based non-fullerene small molecule acceptors for efficient organic solar cells. Nanoscale 2020, 12 (34) , 17795-17804. https://doi.org/10.1039/D0NR04867D
  58. H. R. Abd El-Mageed, F. M. Mustafa, Mahmoud K. Abdel-Latif. Boron nitride nanoclusters, nanoparticles and nanotubes as a drug carrier for isoniazid anti-tuberculosis drug, computational chemistry approaches. Journal of Biomolecular Structure and Dynamics 2020, 1200 , 1-10. https://doi.org/10.1080/07391102.2020.1814871
  59. Surya Sekhar Manna, Preeti Bhauriyal, Biswarup Pathak. Identifying suitable ionic liquid electrolytes for Al dual-ion batteries: role of electrochemical window, conductivity and voltage. Materials Advances 2020, 1 (5) , 1354-1363. https://doi.org/10.1039/D0MA00292E
  60. Frederik Philippi, David Pugh, Daniel Rauber, Tom Welton, Patricia A. Hunt. Conformational design concepts for anions in ionic liquids. Chemical Science 2020, 11 (25) , 6405-6422. https://doi.org/10.1039/D0SC01379J
  61. Yuemeng Ji, Qiuju Shi, Yixin Li, Taicheng An, Jun Zheng, Jianfei Peng, Yanpeng Gao, Jiangyao Chen, Guiying Li, Yuan Wang, Fang Zhang, Annie L. Zhang, Jiayun Zhao, Mario J. Molina, Renyi Zhang. Carbenium ion-mediated oligomerization of methylglyoxal for secondary organic aerosol formation. Proceedings of the National Academy of Sciences 2020, 117 (24) , 13294-13299. https://doi.org/10.1073/pnas.1912235117
  62. Preston Griffin, Selene Ramer, Matthew Winfough, Jakub Kostal. Practical guide to designing safer ionic liquids for cellulose dissolution using a tiered computational framework. Green Chemistry 2020, 22 (11) , 3626-3637. https://doi.org/10.1039/D0GC00923G
  63. Alex M. Maldonado, Yasemin Basdogan, Joshua T. Berryman, Susan B. Rempe, John A. Keith. First-principles modeling of chemistry in mixed solvents: Where to go from here?. The Journal of Chemical Physics 2020, 152 (13) , 130902. https://doi.org/10.1063/1.5143207
  64. Jing Fang, Wenwen Zheng, Ke Liu, Hao Li, Chunli Li. Molecular design and experimental study on the synergistic catalysis of cellulose into 5-hydroxymethylfurfural with Brønsted–Lewis acidic ionic liquids. Chemical Engineering Journal 2020, 385 , 123796. https://doi.org/10.1016/j.cej.2019.123796
  65. Abdul Rajjak Shaikh, Muhammad Ashraf, Turki AlMayef, Mohit Chawla, Albert Poater, Luigi Cavallo. Amino acid ionic liquids as potential candidates for CO2 capture: Combined density functional theory and molecular dynamics simulations. Chemical Physics Letters 2020, 745 , 137239. https://doi.org/10.1016/j.cplett.2020.137239
  66. Jon Zubeltzu, Elena Formoso, Elixabete Rezabal. Lignin solvation by ionic liquids: The role of cation. Journal of Molecular Liquids 2020, 303 , 112588. https://doi.org/10.1016/j.molliq.2020.112588
  67. Muhammad Khalid, Akbar Ali, Alexander F. De la Torre, Kelly P. Marrugo, Odette Concepcion, Ghulam Mustafa Kamal, Shabbir Muhammad, Abdullah G. Al‐Sehemi. Facile Synthesis, Spectral (IR, Mass, UV−Vis, NMR), Linear and Nonlinear Investigation of the Novel Phosphonate Compounds: A Combined Experimental and Simulation Study. ChemistrySelect 2020, 5 (10) , 2994-3006. https://doi.org/10.1002/slct.201904224
  68. An-Hua Liu, Jie-Jie Li, Bai-Hao Ren, Xin-Ru Sha, He Jiang, Xiao-Bing Lu. Ether-functionalization of monoethanolamine (MEA) for reversible CO 2 capture under solvent-free conditions with high-capacity and low-viscosity. Sustainable Energy & Fuels 2020, 4 (3) , 1276-1284. https://doi.org/10.1039/C9SE00756C
  69. R. Behjatmanesh-Ardakani, N. Safaeian, M. Oftadeh, M. Fallah-Mehrjardi. Knoevenagel condensation versus Michael addition reaction in ionic-liquid-catalyzed synthesis of hexahydroquinoline: a SMD–DFT study. Theoretical Chemistry Accounts 2020, 139 (3) https://doi.org/10.1007/s00214-020-2565-4
  70. Hua Li, Yiying Yang, Zhe Han, Chengbu Liu, Dongju Zhang. Computational mechanistic study on Pd-catalyzed stereoselective synthesis of Z-1,3- and E-1,4-enynes from ligand-controlled regiodivergent hydroalkynylations of allenamides. Molecular Catalysis 2020, 483 , 110765. https://doi.org/10.1016/j.mcat.2020.110765
  71. Guoqing Wu, Ying Liu, Guangliang Liu, Xiaoying Pang. The CO2 Absorption in Flue Gas Using Mixed Ionic Liquids. Molecules 2020, 25 (5) , 1034. https://doi.org/10.3390/molecules25051034
  72. Hairui Ji, Pingli Lv. Mechanistic insights into the lignin dissolution behaviors of a recyclable acid hydrotrope, deep eutectic solvent (DES), and ionic liquid (IL). Green Chemistry 2020, 22 (4) , 1378-1387. https://doi.org/10.1039/C9GC02760B
  73. Zhaoyang Ju, Weihua Xiao, Xiaoqian Yao, Xin Tan, Blake A. Simmons, Kenneth L. Sale, Ning Sun. Theoretical study on the microscopic mechanism of lignin solubilization in Keggin-type polyoxometalate ionic liquids. Physical Chemistry Chemical Physics 2020, 22 (5) , 2878-2886. https://doi.org/10.1039/C9CP05339E
  74. Matteo Busato, Paola D'Angelo, Andrea Lapi, Marilena Tolazzi, Andrea Melchior. Solvation of Co2+ ion in 1-butyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide ionic liquid: A molecular dynamics and X-ray absorption study. Journal of Molecular Liquids 2020, 299 , 112120. https://doi.org/10.1016/j.molliq.2019.112120
  75. Zhen Wang, Xiao‐Song Xue, Yanhua Fu, Pengju Ji. Comprehensive Basicity Scales for N‐Heterocyclic Carbenes in DMSO: Implications on the Stabilities of N‐Heterocyclic Carbene and CO 2 Adducts. Chemistry – An Asian Journal 2020, 15 (1) , 169-181. https://doi.org/10.1002/asia.201901418
  76. An‐Hua Liu, Jie‐Jie Li, Bai‐Hao Ren, Xiao‐Bing Lu. Development of High‐Capacity and Water‐Lean CO 2 Absorbents by a Concise Molecular Design Strategy through Viscosity Control. ChemSusChem 2019, 12 (23) , 5164-5171. https://doi.org/10.1002/cssc.201902279
  77. Fangfang Li, Yinge Bai, Shaojuan Zeng, Xiaodong Liang, Hui Wang, Feng Huo, Xiangping Zhang. Protic ionic liquids with low viscosity for efficient and reversible capture of carbon dioxide. International Journal of Greenhouse Gas Control 2019, 90 , 102801. https://doi.org/10.1016/j.ijggc.2019.102801
  78. Manuel A. Ortuño, Núria López. Reaction mechanisms at the homogeneous–heterogeneous frontier: insights from first-principles studies on ligand-decorated metal nanoparticles. Catalysis Science & Technology 2019, 9 (19) , 5173-5185. https://doi.org/10.1039/C9CY01351B
  79. Liliana P. Silva, Catarina F. Araújo, Dinis O. Abranches, Manuel Melle-Franco, Mónia A. R. Martins, Mariela M. Nolasco, Paulo J. A. Ribeiro-Claro, Simão P. Pinho, João A. P. Coutinho. What a difference a methyl group makes – probing choline–urea molecular interactions through urea structure modification. Physical Chemistry Chemical Physics 2019, 21 (33) , 18278-18289. https://doi.org/10.1039/C9CP03552D
  80. Daniel D. Depew, Joseph Wang, Shehan Parmar, Steven Chambreau, Dmitry Bedrov, Adri van Duin, Ghanshyam Vaghjiani. Thermal Decomposition of Hydroxylammonium Nitrate: ReaxFF Training Set Development for Molecular Dynamics Simulations. 2019,,https://doi.org/10.2514/6.2019-4367
  81. Changgeng Sun, Shaokun Tang, Xiangwen Zhang. Hypergolicity evaluation and prediction of ionic liquids based on hypergolic reactive groups. Combustion and Flame 2019, 205 , 441-445. https://doi.org/10.1016/j.combustflame.2019.04.033
  82. Tian Zhang, Yaqin Zhang, Yanlei Wang, Feng Huo, Zhangmin Li, Qiang Zeng, Hongyan He, Xuehui Li. Theoretical Insights Into the Depolymerization Mechanism of Lignin to Methyl p-hydroxycinnamate by [Bmim][FeCl4] Ionic Liquid. Frontiers in Chemistry 2019, 7 https://doi.org/10.3389/fchem.2019.00446
  83. Jingjing Li, Yiying Yang, Dongju Zhang. DFT study of fructose dehydration to 5-hydroxymethylfurfural catalyzed by imidazolium-based ionic liquid. Chemical Physics Letters 2019, 723 , 175-181. https://doi.org/10.1016/j.cplett.2019.03.047
  84. Deniz Akgül, Sesil Agopcan Çınar, Viktorya Aviyente. Role of ionic liquids on the selectivity and the rate of organic reactions: A computational approach. Journal of Molecular Graphics and Modelling 2019, 88 , 309-317. https://doi.org/10.1016/j.jmgm.2019.01.016
  85. Lin Feng, Baojing Zhou, Guo-ping Lu. A DFT study on the mechanism of rhodium-catalyzed regioselective hydrothiolation of the allyl amine. Molecular Catalysis 2019, 468 , 62-74. https://doi.org/10.1016/j.mcat.2019.02.012
  86. Lin Feng, Renlong Ye, Tao Yuan, Xiao Zhang, Guo-ping Lu, Baojing Zhou. A concerted addition mechanism in [Hmim]Br-triggered thiol–ene reactions: a typical “ionic liquid effect” revealed by DFT and experimental studies. New Journal of Chemistry 2019, 43 (15) , 5752-5758. https://doi.org/10.1039/C8NJ05674A
  87. Jingjing Li, Binfen Wang, Yefan Dou, Yiying Yang. Mechanistic insight into the self-coupling of 5-hydroxymethyl furfural to C 12 fuel intermediate catalyzed by ionic liquids. RSC Advances 2019, 9 (19) , 10825-10831. https://doi.org/10.1039/C9RA00827F
  88. Matteo Busato, Paola D’Angelo, Andrea Melchior. Solvation of Zn 2+ ion in 1-alkyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide ionic liquids: a molecular dynamics and X-ray absorption study. Physical Chemistry Chemical Physics 2019, 21 (13) , 6958-6969. https://doi.org/10.1039/C8CP07773H
  89. Yaqin Zhang, Feng Huo, Yanlei Wang, Yu Xia, Xin Tan, Suojiang Zhang, Hongyan He. Theoretical Elucidation of β-O-4 Bond Cleavage of Lignin Model Compound Promoted by Sulfonic Acid-Functionalized Ionic Liquid. Frontiers in Chemistry 2019, 7 https://doi.org/10.3389/fchem.2019.00078
  90. Rajiv Kohli. Applications of Ionic Liquids in Removal of Surface Contaminants. 2019,,, 619-680. https://doi.org/10.1016/B978-0-12-815577-6.00016-5
  91. Hongping Li, Beibei Zhang, Wei Jiang, Wenshuai Zhu, Ming Zhang, Chao Wang, Jingyu Pang, Huaming Li. A comparative study of the extractive desulfurization mechanism by Cu(II) and Zn-based imidazolium ionic liquids. Green Energy & Environment 2019, 4 (1) , 38-48. https://doi.org/10.1016/j.gee.2017.10.003
  92. Ranjini Sarkar, T K Kundu. Density functional theory studies on PVDF/ionic liquid composite systems. Journal of Chemical Sciences 2018, 130 (8) https://doi.org/10.1007/s12039-018-1522-4
  93. Richard M. Fogarty, Richard P. Matthews, Claire R. Ashworth, Agnieszka Brandt-Talbot, Robert G. Palgrave, Richard A. Bourne, Tom Vander Hoogerstraete, Patricia A. Hunt, Kevin R. J. Lovelock. Experimental validation of calculated atomic charges in ionic liquids. The Journal of Chemical Physics 2018, 148 (19) , 193817. https://doi.org/10.1063/1.5011662
  94. Esther Heid, Patricia A. Hunt, Christian Schröder. Evaluating excited state atomic polarizabilities of chromophores. Physical Chemistry Chemical Physics 2018, 20 (13) , 8554-8563. https://doi.org/10.1039/C7CP08549D
  95. Richard M. Fogarty, Rebecca Rowe, Richard P. Matthews, Matthew T. Clough, Claire R. Ashworth, Agnieszka Brandt, Paul J. Corbett, Robert G. Palgrave, Emily F. Smith, Richard A. Bourne, Thomas W. Chamberlain, Paul B. J. Thompson, Patricia A. Hunt, Kevin R. J. Lovelock. Atomic charges of sulfur in ionic liquids: experiments and calculations. Faraday Discussions 2018, 206 , 183-201. https://doi.org/10.1039/C7FD00155J
  96. Juanfang Wang, Ying Liu, Wen Li, Guanjun Gao. Prediction of 1 H NMR chemical shifts for ionic liquids: strategy and application of a relative reference standard. RSC Advances 2018, 8 (50) , 28604-28612. https://doi.org/10.1039/C8RA04822C
  97. Shuguang Xu, Jing Li, Jianmei Li, Yi Wu, Yuan Xiao, Changwei Hu. D-Excess-LaA Production Directly from Biomass by Trivalent Yttrium Species: Mechanism and Enantioselectivity. SSRN Electronic Journal 2018, https://doi.org/10.2139/ssrn.3277363
  98. Yong He, Hui Zhao, Miao Yao, Richard G. Weiss. Complex new materials from simple chemistry: Combining an amino-substituted polysiloxane and carboxylic acids. Journal of Polymer Science Part A: Polymer Chemistry 2017, 55 (23) , 3851-3861. https://doi.org/10.1002/pola.28769
  99. Mark B. Shiflett, Edward J. Maginn. The solubility of gases in ionic liquids. AIChE Journal 2017, 63 (11) , 4722-4737. https://doi.org/10.1002/aic.15957
  100. Patricia A. Hunt. Quantum Chemical Modeling of Hydrogen Bonding in Ionic Liquids. Topics in Current Chemistry 2017, 375 (3) https://doi.org/10.1007/s41061-017-0142-7
Load all citations

Pair your accounts.

Export articles to Mendeley

Get article recommendations from ACS based on references in your Mendeley library.

Pair your accounts.

Export articles to Mendeley

Get article recommendations from ACS based on references in your Mendeley library.

You’ve supercharged your research process with ACS and Mendeley!

STEP 1:
Click to create an ACS ID

Please note: If you switch to a different device, you may be asked to login again with only your ACS ID.

Please note: If you switch to a different device, you may be asked to login again with only your ACS ID.

Please note: If you switch to a different device, you may be asked to login again with only your ACS ID.

MENDELEY PAIRING EXPIRED
Your Mendeley pairing has expired. Please reconnect

This website uses cookies to improve your user experience. By continuing to use the site, you are accepting our use of cookies. Read the ACS privacy policy.

CONTINUE