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Spectroscopic investigation of trimethylsilylpropiolic acid amides

  • Physical Chemistry
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Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Conclusions

  1. 1.

    In molecules of amides of trimethylsilylpropiolic acid the relative basicity of the O atom is significantly increased in comparison with trimethylsilylethynylcarbonyl compounds due to π-conjugation of the carbonyl group with the nitrogen lone electron pair. The Me3SiCsC group donates electrons to the amide fragment.

  2. 2.

    For amides of trimethylsilylpropiolic acid and trimethylsilylethynylcarbonyl compounds a correlation exists between the C=O group vibrational frequencies and the relative alkalinity of the carbonyl O atom (ΔvOH).

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Literature cited

  1. E. V. Titov, M. V. Poddubnaya, and L. M. Kapkin, Teor. Eksp. Khim.,6, 516 (1970).

    Google Scholar 

  2. N. N. Chipanina, V. A. Lopyrev, G. I. Sarapulova, L. P. Vasil'eva, T. I. Yushmanova, E. N. Medvedeva, and Yu. L. Frolov, Zh. Prikl. Spektrosk.,29, 674 (1978).

    Google Scholar 

  3. M. G. Voronkov, N. I. Golovanova, V. B. Pukhnarevich, N. I. Shergina, and O. G. Yarosh, Dokl. Akad. Nauk SSSR,238, 874 (1978).

    Google Scholar 

  4. A. N. Egorochkin, N. S. Vyazankin, and S. E. Skobeleva, Zh. Obshch. Khim.,44, 1062 (1974).

    Google Scholar 

  5. N. N. Chipanina, G. I. Sarapulova, D. A. Bravo-Zhivotovskii, S. D. Pigarev, Yu. L. Frolov, and N. S. Vyazankin, Izv. Akad. Nauk SSSR, Ser. Khim., 349 (1984).

  6. T. B. Grindley, K. F. Johnson, A. R. Katritzky, H. J. Keogh, and R. D. Topsom, J. Chem. Soc. Perkin Trans.,2, 273 (1974).

    Google Scholar 

  7. M. G. Voronkov and N. I. Shergina, “Structure and reactivity of organosilicon compounds,” Reports of the 3rd All-Union Symposium, Irkutsk (1985), p. 18.

  8. L. J. Bellamy, The Infrared Spectra of Complex Molecules, Wiley, New York (1954).

    Google Scholar 

  9. M. F. Shostakovskii, N. I. Shergina, N. I. Golovanova, N. V. Komarov, É. I. Brodskaya, and V. K. Misyunas, Zh. Obshch. Khim.,35, 1768 (1965).

    Google Scholar 

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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 5, pp. 1101–1104, May, 1986.

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Chipanina, N.N., Shergina, N.I., Khlopenko, N.A. et al. Spectroscopic investigation of trimethylsilylpropiolic acid amides. Russ Chem Bull 35, 998–1000 (1986). https://doi.org/10.1007/BF00955366

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  • DOI: https://doi.org/10.1007/BF00955366

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