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Amino acids as CH-acids 17. Increase in the amino acid α-proton mobility in Schiff base copper complexes with pyridine or N-2-pyridinecarbonyl-2′-aminobenzaldehyde ligands

  • 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.

    The reversible replacement of methanol by methylate ion in the equatorial plane of the copper complex of N-salicylidene-S-valine has been studied spectrophotometrically; study has also been made of the kinetics of the MeO ion-catalyzed racemization of the S-valine fragment of this complex in methanol solution at 25°C.

  2. 2.

    Pyridine and N-salicylidene-S-valine form a mixed complex with copper ions, the kinetic CH-acidity of this complex being higher than that of copper N-salicylidene-S-valinate.

  3. 3.

    N-2-Pyridinecarbonyl-2-aminobenzaldehyde has been synthesized and its Schiff base with S-valine used as ligand in a copper complex. Under the action of MeO, the S-valine fragment of this complex racemizes 90 times more rapidly than the S-valine fragment of copper N-salicylidene-S-valinate.

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Literature cited

  1. V. M. Belikov, Yu. N. Belokon', V. A. Karginov, N. S. Martinkova, and M. B. Saporovskaya, Izv. Akad. Nauk SSSR, Ser. Khim.,1976, 1277.

  2. M. Ando and S. Emoto, Bull. Chem. Soc. Jpn.,42, 2624, 2628 (1969).

    Google Scholar 

  3. G. N. Weinstein, M. J. O'Connor, and R. H. Holm, Inorg. Chem.,9, 2104 (1970).

    Google Scholar 

  4. P. Pfeiffer, W. Offerman, and H. Werner, J. Prakt. Chem.,159, 313 (1942).

    Google Scholar 

  5. Yu. K. Yur'ev, Practical Operations in Organic Chemistry [in Russian], Izd-vo Mosk. Unta (1946), p. 57.

  6. A. Weissberger, ed., Organic Solvents, Wiley (1955).

  7. A. Albert and E. Serjeant, Ionization Constants for Acids and Bases, Methven (1962).

  8. M. B. Saporovskaya, E. A. Paskonova, S. B. Nikitina, S. V. Vitt, and V. M. Belikov, Izv. Akad. Nauk SSSR, Ser. Khim.,1974, 676.

  9. H. Fujimaki, J. Oonishi, F. Muto, A. Nakahara, and Y. Komijama, Bull. Chem. Soc. Jpn.,44, 31 (1971).

    Google Scholar 

  10. M. H. West and J. I. Legg. J. Am. Chem. Soc.,98, 6945 (1976).

    PubMed  Google Scholar 

  11. R. B. Martin, Metal Ions in Biological Systems, (H. Sigel, ed.), Bekker, Inc., New York (1974), p. 129.

    Google Scholar 

  12. E. W. Wilson and R. B. Martin, Inorg. Chem.,10, 1197 (1971).

    Google Scholar 

  13. M. C. Lim, E. Sinn, and R. B. Martin, Inorg. Chem.,15, 807 (1976).

    Google Scholar 

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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 10, pp. 2276–2283, October, 1978.

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Belokon', Y.N., Belikov, V.M., Maksakov, V.A. et al. Amino acids as CH-acids 17. Increase in the amino acid α-proton mobility in Schiff base copper complexes with pyridine or N-2-pyridinecarbonyl-2′-aminobenzaldehyde ligands. Russ Chem Bull 27, 2014–2020 (1978). https://doi.org/10.1007/BF00946517

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  • DOI: https://doi.org/10.1007/BF00946517

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