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Exploring the Substituent Еffect on the Structure and Еlectronic Рroperties of Si2(para-C6H4X)2 Мolecules

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Abstract

Substituent effect on the structure and electronic properties of the Si2(para-C6H4X)2 molecules (X = NH2, OH, Me, H, F, Cl, CN, NO2) were studied at wB97XD/6-311G(d,p) level of theory. The substituent effect on the structural parameters, reactivity parameters (hardness, chemical potential and electrophilicity) and 29Si NMR chemical shift was explored. Stability of the Si(para-C6H4X) fragments were investigated in the doublet and quartet states for illustration of the Si≡Si bond character. Substituent influence on the stability of these different spin multiplicities of Si(para-C6H4X) fragments was investigated. The Si–Si bonding situation in the studied molecules was examined via the Shubin Liu’s energy decomposition analysis (EDA-SBL), adaptive natural density partitioning (AdNDP), and Quantum theory of atoms in molecules (QTAIM) schemes.

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REFERENCES

  1. M. Weidenbruch, The Chemistry of Organic Silicon Compounds (Wiley, Chichester, 2001).

    Google Scholar 

  2. P. P. Power, Chem. Rev. 99, 3463 (1999).

    Article  CAS  PubMed  Google Scholar 

  3. G. H. Robinson, Acc. Chem. Res. 32, 773 (1999).

    Article  CAS  Google Scholar 

  4. P. Jutzi, Angew. Chem., Int. Ed. 39, 3797 (2000).

    Article  CAS  Google Scholar 

  5. M. Weidenbruch, J. Organomet. Chem. 646, 39 (2002).

    Article  CAS  Google Scholar 

  6. A. Sekiguchi, M. Ichinohe, and R. Kinjo, Bull. Chem. Soc. Jpn. 79, 825 (2006).

    Article  CAS  Google Scholar 

  7. A. Sekiguchi, S. S. Zigler, R. West, and J. Michl, J. Am. Chem. Soc. 108, 4241 (1986).

    Article  CAS  Google Scholar 

  8. A. Sekiguchi, S. S. Zigler, K. J. Haller, and R. West, Recl. Trav. Chim. Pays-Bas. 107, 197 (1988).

    Article  CAS  Google Scholar 

  9. N. Wiberg, S. K. Vasisht, G. Fischer, and P. Mayer, Z. Anorg. Allgem. Chem. 630, 1823 (2004).

    CAS  Google Scholar 

  10. A. Sekiguchi, R. Kinjo, and M. Ichinohe, Science (Washington, DC, U. S.) 305, 1755 (2004).

    Article  CAS  Google Scholar 

  11. M. M. Law, J. T. Fraser-Smith, and C. U. Perotto, Phys. Chem. Chem. Phys. 14, 6922 (2012).

    Article  CAS  PubMed  Google Scholar 

  12. M. Lein, A. Krapp, and G. Frenking, J. Am. Chem. Soc. 127, 6290 (2005).

    Article  CAS  PubMed  Google Scholar 

  13. I. Papai, Theor. Chem. Acc. 104, 131 (2000).

    Article  CAS  Google Scholar 

  14. X. Li, B. Kiran, and L.-S. Wang, J. Phys. Chem. A 109, 4366 (2005).

    Article  CAS  PubMed  Google Scholar 

  15. M. T. Nguyen, D. Sengupta, and L. G. Vanquickenborne, Chem. Phys. Lett. 244, 83 (1995).

    Article  CAS  Google Scholar 

  16. T. C. Smith, C. J. Evans, and D. J. Clouthier, J. Chem. Phys. 118, 1642 (2003).

    Article  CAS  Google Scholar 

  17. R. I. Kaiser and Y. Osamura, Astrophys. J. 630, 1217 (2005).

    Article  CAS  Google Scholar 

  18. S. Ishida, R. Sugawara, Y. Misawa, and T. Iwamoto, Angew. Chem., Int. Ed 52, 12869 (2013).

    Article  CAS  Google Scholar 

  19. R. Ghiasi, J. Struct. Chem. 51, 204 (2010).

    Article  CAS  Google Scholar 

  20. A. Stockmann, J. Kurzawa, N. Fritz, N. Acar, S. Schneider, J. Daub, R. Engl, and T. Clark, J. Phys. Chem. A 106, 7958 (2002).

    Article  CAS  Google Scholar 

  21. M. Ottonelli, M. Piccardo, D. Duce, S. Thea, and G. Dellepiane, J. Phys. Chem. A 116, 611 (2012).

    Article  CAS  PubMed  Google Scholar 

  22. Y.-H. Cheng, Y. Fang, X. Zhao, L. Liu, and Q.‑X. Guo, Bull. Chem. Soc. Jpn. 75, 1715 (2002).

    Article  CAS  Google Scholar 

  23. F. Pichierri, Theor. Chem. Acc. 136, 114 (2017).

    Article  CAS  Google Scholar 

  24. G. S. Remya and C. H. Suresh, Phys. Chem. Chem. Phys. 18, 20615 (2016).

    Article  CAS  PubMed  Google Scholar 

  25. H. Szatylowicz, A. Jezuita, T. Siodła, K. S. Varaksin, M. A. Domanski, K. Ejsmont, and T. M. Krygowski, ACS Omega 2, 7163 (2017).

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  26. R. Ghiasi and A. Zamani, J. Chin. Chem. Soc. 64, 1340 (2017).

    Article  CAS  Google Scholar 

  27. R. Ghiasi, H. Pasdar, and S. Fereidoni, Russ. J. Inorg. Chem. 61, 327 (2016).

    Article  CAS  Google Scholar 

  28. R. Ghiasi and A. Heydarbeighi, Russ. J. Inorg. Chem. 61, 985 (2016).

    Article  CAS  Google Scholar 

  29. R. Ghiasi, H. Pasdar, and F. Irajizadeh, J. Chil. Chem. Soc. 60, 2740 (2015).

    Article  CAS  Google Scholar 

  30. R. Ghiasi, S. Abdolmohammadi, and S. Moslemizadeh, J. Chin. Chem. Soc. 62, 898 (2015).

    Article  CAS  Google Scholar 

  31. A. Peikari, R. Ghiasi, and H. Pasdar, Russ. J. Phys. Chem. A 89, 250 (2015).

    Article  CAS  Google Scholar 

  32. M. Z. Fashami and R. Ghiasi, J. Struct. Chem. 56, 1474 (2015).

    Article  CAS  Google Scholar 

  33. H. Pasdar and R. Ghiasi, Main Group Chem. 8, 143 (2009).

    Article  CAS  Google Scholar 

  34. A. N. Egorochkin, O. V. Kuznetsova, N. M. Khamaletdinova, and L. G. Domratcheva-Lvova, Inorg. Chim. Acta 471, 148 (2018).

    Article  CAS  Google Scholar 

  35. H. Anane, S. E. Houssame, A. E. Guerraze, A. Guermoune, A. Boutalib, A. Jarid, I. Nebot-Gil, and F. Tomás, Cent. Eur. J. Chem. 6, 400 (2008).

    CAS  Google Scholar 

  36. D. M. Denning and D. E. Falvey, J. Org. Chem. 82, 1552 (2017).

    Article  CAS  PubMed  Google Scholar 

  37. A. Zamani, R. Ghiasi, M. S. Sadjadi, and M. Yousefi, Russ. J. Phys. Chem. A 93, 880 (2019).

    Article  Google Scholar 

  38. M. Rahimi, H. Chermette, S. Jamehbozorgi, R. Ghiasi, and M. P. Kalhor, Russ. J. Phys. Chem. A 93, 1747 (2019).

    Article  Google Scholar 

  39. S. Fereidoni, R. Ghiasi, H. Pasdar, and B. Mohtat, J. Struct. Chem. 60, 1743 (2019).

    Article  CAS  Google Scholar 

  40. A. Zamani, R. Ghiasi, M. S. Sadjadi, and M. Yousefi, Russ. J. Inorg. Chem. 63, 906 (2018).

    Article  CAS  Google Scholar 

  41. L. P. Hammett, J. Am. Chem. Soc. 59, 96 (1937).

    Article  CAS  Google Scholar 

  42. M. J. Frisch, G. W. Trucks, H. B. Schlegel, G. E. Scuseria, M. A. Robb, J. R. Cheeseman, G. Scalman, V. Barone, B. Mennucci, G. A. Petersson, H. Nakatsuji, M. Caricato, X. Li, H. P. Hratchian, A. F. Izmaylov, et al., Gaussian 09 (Gaussian, Inc., Wallingford, CT, 2009).

    Google Scholar 

  43. R. Krishnan, J. S. Binkley, R. Seeger, and J. A. Pople, J. Chem. Phys. 72, 650 (1980).

    Article  CAS  Google Scholar 

  44. A. D. McLean and G. S. Chandler, J. Chem. Phys. 72, 5639 (1980).

    Article  CAS  Google Scholar 

  45. L. A. Curtiss, M. P. McGrath, J.-P. Blandeau, N. E. Davis, R. C. Binning, and J. L. Radom, J. Chem. Phys. 103, 6104 (1995).

    CAS  Google Scholar 

  46. J. D. Chai and M. Head-Gordon, Phys. Chem. Chem. Phys. 10, 6615 (2008).

    Article  CAS  PubMed  Google Scholar 

  47. M. Head-Gordon, J. A. Pople, and M. J. Frisch, Chem. Phys. Lett. 153, 503 (1988).

    Article  CAS  Google Scholar 

  48. T. Lu and F. Chen, J. Comput. Chem. 33, 580 (2012).

    Article  CAS  Google Scholar 

  49. T. Lu and F. Chen, J. Mol. Graph. Model. 38, 314 (2012).

    Article  CAS  Google Scholar 

  50. S. Liua, J. Chem. Phys. 126, 244103 (2007).

    Article  CAS  Google Scholar 

  51. K. Wolinski, J. F. Hinton, and P. Pulay, J. Am. Chem. Soc 112, 8251 (1990).

    Article  CAS  Google Scholar 

  52. D. Y. Zubarev and A. I. Boldyrev, Phys. Chem. Chem. Phys. 10, 5207 (2008).

    Article  CAS  PubMed  Google Scholar 

  53. I. Cukrowski, J. H. d. Lange, and M. Mitoraj, J. Phys. Chem. A 118, 623 (2014).

    Article  CAS  PubMed  Google Scholar 

  54. R. F. W. Bader, T. S. Slee, D. Cremer, and E. Kraka, J. Am. Chem. Soc. 105, 5069 (1983).

    Article  Google Scholar 

  55. N. J. M. Amezaga, S. C. Pamies, N. M. Peruchena, and G. L. Sosa, J. Phys. Chem. A 114, 552 (2010).

    Article  PubMed  CAS  Google Scholar 

  56. B. Niepötter, R. Herbst-Irmer, D. Kratzert, P. P. Samuel, K. C. Mondal, H. W. R. P. Jerabek, G. Frenking, and D. Stalke, Angew. Chem., Int. Ed. 53, 2766 (2014).

    Article  CAS  Google Scholar 

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Authors and Affiliations

  1. Department of Chemistry, Faculty of Science, Arak Branch, Islamic Azad University, Arak, Iran

    Amin Rezaei & Azam Marjani

  2. Department of Chemistry, Faculty of Science, East Tehran Branch, Islamic Azad University, Tehran, Iran

    Reza Ghiasi

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  1. Amin Rezaei
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  2. Reza Ghiasi
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Correspondence to Reza Ghiasi.

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Amin Rezaei, Ghiasi, R. & Marjani, A. Exploring the Substituent Еffect on the Structure and Еlectronic Рroperties of Si2(para-C6H4X)2 Мolecules. Russ. J. Phys. Chem. 94, 2760–2769 (2020). https://doi.org/10.1134/S0036024420130208

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