Skip to main content
Log in

Synthesis and Spectroscopic Study of Si, Ti, Mg, and Zn Oxides Modified by L-Proline

  • Published:
Journal of Applied Spectroscopy Aims and scope

Individual and mixed oxides of Zn, Mg, Si, and Ti modified with L-proline during their solgel synthesis have been obtained. The IR spectra of these oxides studied in detail show changes in the vibrational band parameters of the siliconoxygen and metal–oxygen bonds. Enhancement of the amount of basic sites on the SiO2–TiO2 mixed oxide was found after removal of L-proline from the surface. The use of SiO2–Mg(OH)2* L-proline composite as a catalyst leads to an enhanced enantiomeric excess of some asymmetric Biginelli reaction products up to 18%.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Similar content being viewed by others

References

  1. Yu. A. Titova, O. V. Fedorova, G. L. Rusinov, and V. N. Charushin, Usp. Khim., 84, No. 12, 1294–1515 (2015).

    Article  Google Scholar 

  2. J. L. G. Fierro, Metal Oxides. Chemistry and Applications, Taylor & Francis Group, New York (2006), pp. 247–300.

  3. A. A. Davydov, IR Spectroscopy of Oxide Surfaces [in Russian], Nauka, Novosibirsk (1984), pp. 10–66.

    Google Scholar 

  4. A. Davydov, Molecular Spectroscopy of Oxide Catalyst Surfaces, John Wiley & Sons, Chichester (2003), pp. 27–179, 445–453.

  5. R. T. Koodall and K. J. Klabunde, in: Surface and Nanomolecular Catalysis. Catalysis by Metal Oxides, Taylor & Francis Group, New York (2006), pp. 48–50.

  6. K. Tanabe, Solid Acids and Bases [Russian translation], Mir, Moscow (1973), pp. 13–67.

  7. O. V. Fedorova, M. S. Valova, Yu. A. Titova,, I. G. Ovchinnikova, A. N. Grishikov, M. A. Uimin, A. A. Mysik, A. E. Ermakov, G. L. Rusinov, and V. N. Charushin, Kinetika Kataliz, 52, No. 2, 234–241 (2011).

    Article  Google Scholar 

  8. O. V. Fedorova, O. V. Koryakova, M. S. Valova, I. G. Ovchinnikova, Yu. A. Titova, G. L. Rusinov, and V. N. Charushin, Kinetika Kataliz, 51, No. 4. 590–596 (2010).

  9. O. V. Fedorova, Yu. A. Titova, A. Yu. Vigorov, M. S. Toporova, O. A. Alisienok, A. N. Murashkevich, V. P. Krasnov, G. L. Rusinov, and V. N. Charushin, Catal. Lett., 146, No. 2, 493–498 (2016).

    Article  Google Scholar 

  10. L. V. Chopda and P. N. Dave, Chem. Sci., 5, 5552–5572 (2020).

    Google Scholar 

  11. K. S. Atwal, B. S. Swanson, S. E. Unger, D. M. Floyd, S. Moreland, A. Hedberg, and B. C. O’Reilly, J. Med. Chem., 34, 806–811 (1991).

    Article  Google Scholar 

  12. S. DeBonis, J. P. Simorre, I. Crevel, L. Lebeau, D. A. Skoufias, A. Blangy, C. Ebel, P. Gans, R. Cross, D. D. Hackney, R. H. Wade, and F. Kozielski, Biochemistry, 42, No. 2, 338–349 (2003).

  13. M. M. Heravi, S. Asadi, and B. M. Lashkariani, Mol. Divers., 17, 389–407 (2013).

    Article  Google Scholar 

  14. E. R. Jarvo and S. J. Miller, Tetrahedron, 58, 2481–2495 (2002).

    Article  Google Scholar 

  15. K. Nakamura, R. Yamanka, T. Matsuda, and T. Harada, Tetrahedron. Asymmetry, 14, 2659–2681 (2003).

    Article  Google Scholar 

  16. W. Hotz, F. Tanaka, and C. F. Barbas, Acc. Chem. Res., 37, 580–591 (2004).

    Article  Google Scholar 

  17. J. Pandey, N. Anand, and R. P. Tripathi, Tetrahedron, 65, 9350–9356 (2009).

    Article  Google Scholar 

  18. G. Brahmachari, Â. Fátima, B. S. Terra, L. S. Netto, and T. C. Braga, J. Adv. Res., 6, 317–337 (2015).

    Google Scholar 

  19. Z. N. Siddiqui, C. R. Chimie, 16, 183–188 (2013).

    Article  Google Scholar 

  20. A. Ghorbani-Choghamarani, and P. Zamami, Chin. Chem. Lett., 24, No. 9, 804–808 (2013).

    Article  Google Scholar 

  21. S. J. Bae, S. W. Kim, T. Hyeon, and B. M. Kim, Chem. Commun., 31–32 (2000).

  22. S. W. Kim, S. J. Bae, T. Hyeon, and B. M. Kim, Microporous Mesoporous Mater., 44–45, 523–529 (2001).

    Article  Google Scholar 

  23. Zh. An, W. Zhang, H. Shi, and J. He, J. Catalysis, 241, 319–327 (2006).

    Article  Google Scholar 

  24. A. N. Murashkevich, Vestnik Belorussk. Respublikansk. Fond Fundament. Issledovanii, 8, No. 3, 56–66 (2020).

    Google Scholar 

  25. P. P. Fedorov, E. A. Tkachenko, S. V. Kuznetsov, V. V. Voronov, and S. V. Lavrishchev, Neorg. Mater., 43, No. 5, 574–576 (2007).

    Article  Google Scholar 

  26. A. N. Murashkevich, O. A. Alisienok, and I. M. Zharskii, Kinetika Kataliz, 52, No. 6, 1–8 (2011).

    Google Scholar 

  27. M. S. Valova, O. V. Koryakova, A. N. Maksimovskikh, O. V. Fedorova, A. N. Murashkevich, and O. A. Alisienok, J. Appl. Spectrosc., 81, No. 3, 422–426 (2014).

    Article  ADS  Google Scholar 

  28. State Standard GOST 18307, Silicon Dioxide Powder. Technical Conditions [in Russian].

  29. V. N. Borodin, Zhurn. Fiz. Khimii, 51, 928–929 (1977).

    Google Scholar 

  30. A. W. Herlinger and Th. V. Long II, J. Am. Chem. Soc., 92, 6481–6486 (1970).

    Article  Google Scholar 

  31. L. Bellamy, Infrared Spectra of Complex Molecules [Russian translation], Inostr. Lit., Moscow (1963), pp. 335–339.

  32. F. Boccuzzi, C. Morterra, R. Scala, and A. Zecchina, J. Chem. Soc. Faraday Trans., 77, No. 2, 2059–2066 (1981).

    Article  Google Scholar 

  33. F. Boccuzzi, E. Borella, A. Zecchina, A. Bossi, and M. Camia, J. Catal., 51, 150–159 (1978).

    Article  Google Scholar 

  34. H. Heiland and H. Lüth, Solid State Commun., 5, 199–202 (1967).

    Article  ADS  Google Scholar 

  35. D. Lin-Vien, N. Colthup, W. Fateley, and J. Grasselli, The Handbook of Infrared and Raman Characteristic Frequencies of Organic Molecules, Academic Press, Boston (1991), pp. 156–157.

    Google Scholar 

  36. K. Nakamoto, IR and Raman Spectra of Inorganic and Coordination Compounds [Russian translation], Mir, Moscow (1991), pp. 210–223, 274–279, 109.

  37. A. R. Oliveira, R. Katla, M. P. D. Rocha, T. B. Albuquerque, C. D. G. Silva, V. L. Kupfer, A. W. Rinaldi, and N. L. C. Domingues, Synthesis, 48, 4489–4494 (2016).

    Article  Google Scholar 

  38. R. A. Nyquist and R. O. Kagel, Infrared Spectra of Inorganic Compounds, Academic Press, New York–London (1971), pp. 206–207, 220–221, 234–235.

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to M. S. Valova.

Additional information

Translated from Zhurnal Prikladnoi Spektroskopii, Vol. 88, No. 3, pp. 398–407, May–June, 2021.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Koryakova, O.V., Valova, M.S., Titova, Y.A. et al. Synthesis and Spectroscopic Study of Si, Ti, Mg, and Zn Oxides Modified by L-Proline. J Appl Spectrosc 88, 519–527 (2021). https://doi.org/10.1007/s10812-021-01203-6

Download citation

  • Received:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10812-021-01203-6

Keywords

Navigation