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Citation: Su-Zhuo-Cheng LIANG, Guo-Xun JI, Xin-Li SUN, Guo-Dong LI, Shi-Tong ZHANG. Theoretical Studies on Mechanism of 15-Crown-5 Coordinating with Li+ Regulated by Si Doping[J]. Chinese Journal of Inorganic Chemistry, ;2021, 37(11): 2037-2046. doi: 10.11862/CJIC.2021.236 shu

Theoretical Studies on Mechanism of 15-Crown-5 Coordinating with Li+ Regulated by Si Doping

  • 1.

    Rocket Force University of Engineering, Xi'an 710025, China

  • 2.

    State Key Laboratory of Radiation Medicine and Protection, School for Radiological and Interdisciplinary Sciences (RAD-X) and Collaborative Innovation Center of Radiation Medicine of Jiangsu Higher Education Institutions, Soochow University, Suzhou, Jiangsu 215123, China

Figures(2)

  • This study mainly focused on the effect of substituting-CH2-CH2-with-SiMe2-SiMe2-or-CH2-SiMe2-on the coordination ability of 15-crown-5 with Li+ based on density functional theory calculations. The results show that Si doping can not only lead to increased size of crown ethers, but can also effectively regulate the coordination ability of crown ethers with Li+ by tuning the doping level and position. Atoms in molecules (AIM) analysis of electron density and symmetry-adapted perturbation theory (SAPT) energy decomposition analysis indicate that the interactions between the intrinsic/Si-doped crown ethers and Li+ are essentially ion-dipole interactions, accompanied by slight orbital polarization and electron transfer. Since the electrons of Si are polarized more easily by O and Li+ than those of carbon atoms, Si doping can thus enhance the electrostatic and induction interactions between crown ethers and Li+. However, natural population analysis demonstrates that if the Si doping introduces Si-O-Si structures into the crown ethers, it could prevent O from fully polarizing the electrons of Si, and results in a closer distance between positively charged Si and Li+, thereby impeding the coordination of crown ethers with Li+.
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    1. [1]

      Dong G C, Duan K F, Zhang Q, Liu Z Z. A New Colorimetric and Fluorescent Chemosensor Based on Schiff Base-Phenyl-Crown Ether for Selective Detection of Al3+ and Fe3+[J]. Inorg. Chim. Acta, 2019,487:322-330. doi: 10.1016/j.ica.2018.12.036

    2. [2]

      Sun Y, Zhu M Y, Yao Y L, Wang H W, Tong B H, Zhao Z. A Novel Approach for the Selective Extraction of Li+ from the Leaching Solution of Spent Lithium-Ion Batteries Using Benzo-15-Crown-5 Ether as Extractant[J]. Sep. Purif. Technol., 2020,237:116325-116332. doi: 10.1016/j.seppur.2019.116325

    3. [3]

      LI R X, ZHONG W B, XIE L H, XIE Y B, LI J R. Recent Advances in Adsorptive Removal of Cr(Ⅵ) Ions by Metal-Organic Frameworks[J]. Chinese J. Inorg. Chem., 2021,37(3):385-400.  

    4. [4]

      TIAN H, ZHANG M L, WANG L S, TONG B H, ZHAO Z. Synthesis of 4, 13-Dithio Benzene and-18-Crown-6 and Its Selective Extractability on Ag+[J]. Chem. J. Chinese Universities, 2018,39(6):1191-1196.  

    5. [5]

      MIAO Q, HUANG H, HUANG X B, XU Y, CHENG Y X. A Fluorescent Chemosensor for Metal Ions Based on the Conjugated Polymer Containing 2, 3-Naphtho-18-Crown-6[J]. Chinese J. Inorg. Chem., 2009,25(12):2182-2188. doi: 10.3321/j.issn:1001-4861.2009.12.018

    6. [6]

      Ratch J S, Chivers T. Silicon Analogues of Crown Ethers and Cryptands: A New Chapter in Host-Guest Chemistry? Angew[J]. Chem. Int. Ed., 2007,46(25):4610-4613. doi: 10.1002/anie.200701822

    7. [7]

      Ouchi M, Inoue Y, Kanzaki T, Hakushi T. Ring-Contracted Crown Ethers: 14-Crown-5, 17-Crown-6, and Their Sila-Analogues[J]. Drastic Decrease in Cation-Binding Ability. Bull. Chem. Soc. Jpn., 1984,57(3):887-888.

    8. [8]

      Reuter K, Thiele G, Hafner T, Uhlig F, von Hänisch C. Synthesis and Coordination Ability of a Partially Silicon Based Crown Ether[J]. Chem. Commun., 2016,52(90):13265-13268. doi: 10.1039/C6CC07520G

    9. [9]

      Reuter K, Buchner M R, Thiele G, von Hänisch C. Stable Alkali-Metal Complexes of Hybrid Disila-Crown Ethers[J]. Inorg. Chem., 2016,55(9):4441-4447. doi: 10.1021/acs.inorgchem.6b00267

    10. [10]

      Dankert F, von Hänisch C. Insights into the Coordination Ability of Siloxanes Employing Partially Silicon Based Crown Ethers: A Comparative Analysis of s-Block Metal Complexes[J]. Inorg. Chem., 2019,58(5):3518-3526. doi: 10.1021/acs.inorgchem.9b00086

    11. [11]

      Dankert F, Donsbach C, Rienmüller J, Richter R M, von Hänisch C. Alkaline Earth Metal Template (Cross-) Coupling Reactions with Hybrid Disila-Crown Ether Analogues[J]. Chem. Eur. J., 2019,25(69):15934-15943. doi: 10.1002/chem.201904209

    12. [12]

      ZHAO Y, AO Y Y, CHEN J, SONG H T, HUANG W, PENG J. Density Functional Theory Studies of the Structures and Thermodynamic Parameters of Li+-Crown Ether Complexes[J]. Acta Phys.-Chem. Sin., 2016,32(7):1681-1690.

    13. [13]

      Nametkin N S, Islamov T K, Gusel'nikov L E, Sobtsov A A, Vdovin V M. Gas-Phase Thermal Conversion in a Series of Cyclocarbosiloxanes[J]. Russ. Chem. Bull., 1971,20(1):76-79. doi: 10.1007/BF00849323

    14. [14]

      Nametkin N S, Islamov T Kh, Gusel'nikov L E, Vdovin V M. Cyclocarbosiloxanes[J]. Russ. Chem. Rev., 1972,41(2):111-130. doi: 10.1070/RC1972v041n02ABEH002056

    15. [15]

      Stephens P J, Devlin F J, Chabalowski C F, Frisch M J. Ab Initio Calculation of Vibrational Absorption and Circular Dichroism Spectra Using Density Functional Force Fields[J]. J. Phys. Chem., 1994,98(45):11623-1627. doi: 10.1021/j100096a001

    16. [16]

      Grimme S, Ehrlich S, Goerigk L. Effect of the Damping Function in Dispersion Corrected Density Functional Theory[J]. J. Comput. Chem., 2011,32(7):1456-1465. doi: 10.1002/jcc.21759

    17. [17]

      Weigend F, Ahlrichs R. Balanced Basis Sets of Split Valence, Triple Zeta Valence and Quadruple Zeta Valence Quality for H to Rn: Design and Assessment of Accuracy[J]. Phys. Chem. Chem. Phys., 2005,7(18):3297-3305. doi: 10.1039/b508541a

    18. [18]

      Weigend F. Accurate Coulomb-Fitting Basis Sets for H to Rn[J]. Phys. Chem. Chem. Phys., 2006,8(9):1057-1065. doi: 10.1039/b515623h

    19. [19]

      Reed A E, Weinstock R B, Weinhold F. Natural Population Analysis[J]. J. Chem. Phys., 1985,83(2):735-746. doi: 10.1063/1.449486

    20. [20]

      Lu T, Chen F W. Multiwfn: A Multifunctional Wavefunction Analyzer[J]. J. Comput. Chem., 2012,33(5):580-592. doi: 10.1002/jcc.22885

    21. [21]

      Bader R W F. Atoms in Molecules: A Quantum Theory[J]. New York: Oxford University Press, 1990:16-22.  

    22. [22]

      Boys S F, Bernardi F. The Calculation of Small Molecular Interactions by the Differences of Separate Total Energies-Some Procedures with Reduced Errors[J]. Mol. Phys., 1970,19(4):553-556. doi: 10.1080/00268977000101561

    23. [23]

      Marenich A V, Cramer C J, Truhlar D G. Universal Solvation Model Based on Solute Electron Density and on a Continuum Model of the Solvent Defined by the Bulk Dielectric Constant and Atomic Surface Tensions[J]. J. Phys. Chem. B, 2009,113(18):6378-6396. doi: 10.1021/jp810292n

    24. [24]

      Zhao Y, Schultz N E, Truhlar D G. Design of Density Functionals by Combining the Method of Constraint Satisfaction with Parametrization for Thermochemistry, Thermochemical Kinetics, and Noncovalent Interactions[J]. J. Chem. Theory Comput., 2006,2(2):364-382. doi: 10.1021/ct0502763

    25. [25]

      Petersson G A, Bennett A, Tensfeldt T G, Al-Laham M A, Shirley W A, Mantzaris J. A Complete Basis Set Model Chemistry. Ⅰ. The Total Energies of Closed-Shell Atoms and Hydrides of the First-Row Elements[J]. J. Chem. Phys., 1988,89(4):2193-2218.

    26. [26]

      Petersson G A, Al-Laham M A. A Complete Basis Set Model Chemistry. Ⅱ. Open-Shell Systems and the Total Energies of the First-Row Atoms[J]. J. Chem. Phys., 1991,94(9):6081-6090.

    27. [27]

      Ho J, Klamt A, Coote M L. Comment on the Correct Use of Continuum Solvent Models[J]. J. Phys. Chem. A, 2010,114(51):13442-13444. doi: 10.1021/jp107136j

    28. [28]

      Parrish R M, Burns L A, Smith D G A, Simmonett A C, DePrince A E, Hohenstein E G, Bozkaya U, Sokolov A Y, Remigio R D, Richard R M, Gonthier J F, James A M, McAlexander H R, Kumar A, Saitow M, Wang X, Pritchard B P, Verma P, Schaefer H F, Patkowski K, King R A, Valeev E F, Evangelista F A, Turney J M, Crawford T D, Sherrill C D. Psi41. 1: An Open-Source Electronic Structure Program Emphasizing Automation, Advanced Libraries, and Interoperability[J]. J. Chem. Theory Comput., 2017,13(7):3185-3197.

    29. [29]

      Jeziorski B, Moszynski R, Szalewicz K. Perturbation Theory Approach to Intermolecular Potential Energy Surfaces of van der Waals Complexes[J]. Chem. Rev., 1994,94(7):1887-1930. doi: 10.1021/cr00031a008

    30. [30]

      Dunning T H. Gaussian Basis Sets for Use in Correlated Molecular Calculations. Ⅰ. The Atoms Boron through Neon and Hydrogen[J]. J. Chem. Phys., 1989,90(2):1007-1023.  

    31. [31]

      Dunning T H, Peterson K A, Wilson A K. Gaussian Basis Sets for Use in Correlated Molecular Calculations. Ⅹ. The Atoms Aluminum through Argon Revisited[J]. J. Chem. Phys., 2001,114(21):9244-9253.  

    32. [32]

      Feller D. The Role of Databases in Support of Computational Chemistry Calculations[J]. J. Comput. Chem., 1996,17(13):1571-1586. doi: 10.1002/(SICI)1096-987X(199610)17:13<1571::AID-JCC9>3.0.CO;2-P

    33. [33]

      Papajak E, Truhlar D G. Convergent Partially Augmented Basis Sets for Post-Hartree-Fock Calculations of Molecular Properties and Reaction Barrier Heights[J]. J. Chem. Theory Comput., 2011,7(1):10-18. doi: 10.1021/ct1005533

    34. [34]

      Schuchardt K L, Didier B T, Elsethagen T, Sun L S, Gurumoorthi V, Chase J, Li J, Windus T L. Basis Set Exchange: A Community Database for Computational Sciences[J]. J. Chem. Inf. Model., 2007,47(3):1045-1052. doi: 10.1021/ci600510j

    35. [35]

      Woon D E, Dunning T H. Gaussian Basis Sets for Use in Correlated Molecular Calculations. Ⅲ. The Atoms Aluminum through Argon[J]. J. Chem. Phys., 1993,98(2):1358-1371.  

    36. [36]

      Parker T M, Burns L A, Parrish R M, Ryno A G, Sherrill C D. Levels of Symmetry Adapted Perturbation Theory (SAPT). Ⅰ. Efficiency and Performance for Interaction Energies[J]. J. Chem. Phys., 2014,140(9):094106-1--094106-16.  

    37. [37]

      Boulatov R, Du B, Meyers E A, Shore S G. Two Novel Lithium-15-Crown-5 Complexes: An Extended LiCl Chain Stabilized by Crown Ether and a Dimeric Complex Stabilized by Hydrogen Bonding with Water[J]. Inorg. Chem., 1999,38(20):4554-4558. doi: 10.1021/ic9904790

    38. [38]

      Cordero B, Gómez V, Platero-Prats A E, Revés M, Echeverría J, Cremades E, Barragán F, Alvarez S. Covalent Radii Revisited[J]. Dalton Trans., 2008(21):2832-2838. doi: 10.1039/b801115j

    39. [39]

      Shannon R D. Revised Effective Ionic Radii and Systematic Studies of Interatomic Distances in Halides and Chalcogenides[J]. Acta Crystallogr. Sect. A, 1976,A32(5):751-767.  

    40. [40]

      Guo X J, Zhu Y D, Wei M J, Wu X M, Lü L H, Lu X H. Theoretical Study of Hydration Effects on the Selectivity of 18-Crown-6 Between K+ and Na+[J]. Chinese J. Chem. Eng., 2011,19(2):212-216. doi: 10.1016/S1004-9541(11)60156-0

    41. [41]

      Cremer D, Kraka E. A Description of the Chemical Bond in Terms of Local Properties of Electron Density and Energy[J]. Croat. Chem. Acta, 1985,57(6):1259-1281.

    42. [42]

      Vener M V, Manaev A V, Egorova A N, Tsirelson V G. QTAIM Study of Strong H-Bonds with the O-H…A Fragment (A=O, N) in Three-Dimensional Periodical Crystals[J]. J. Phys. Chem. A, 2007,111(6):1155-1162. doi: 10.1021/jp067057d

    43. [43]

      Espinosa E, Alkorta I, Elguero J, Molins E. From Weak to Strong interactions: A Comprehensive Analysis of the Topological and Energetic Properties of the Electron Density Distribution Involving X-H…F-Y Systems[J]. J. Chem. Phys., 2002,117(12):5529-5542. doi: 10.1063/1.1501133

    44. [44]

      Cameron T S, Decken A, Krossing I, Passmore J, Rautiainen J M, Wang X P, Zeng X Q. Reactions of a CyclodimethyLSiloxane (Me2SiO)6 with Silver Salts of Weakly Coordinating Anions; Crystal Structures of[Ag(Me2SiO)6] [Al] ([Al]=[FAl{OC(CF3)3}3], [Al{OC(CF3)3}4]) and Their Comparison with[Ag(18-Crown-6)]2[SbF6]2[J]. Inorg. Chem., 2013,52(6):3113-3126. doi: 10.1021/ic3025793

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