Skip to main content
SpringerLink
Log in

Binuclear and polynuclear transition metal complexes with macrocyclic ligands. 3. New polydentate macrocyclic ligands in reactions of 4-alkyl-2,6-diformylphenols with 1,2-diaminobenzenes

  • Published:
Russian Chemical Bulletin Aims and scope

Abstract

The mechanism of abnormal condensation of 2,6-diformyl-4-R-phenols with 1,2-diaminobenzenes accompanied by the reduction of two of four double C=N bonds in macrocyclic Schiff"s bases formed was studied by DFT (gradient-corrected PBE functional, TZ2p basis set). In the first step, [1+1] Schiff"s base is formed and disproportionates further to afford amine and benzoimidazolylphenols. Two new macrocyclic polydentate ligands containing two CH2—NH moieties in the rings were synthesized. The reduction of one of these ligands with sodium borohydride gave the new macrocyclic ligand, whose structure and conformations were studied by the DFT method.

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

Access this article

Log in via an institution

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

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

References

  1. Yu. A. Ustynyuk, N. E. Borisova, V. M. Nosova, M. D. Reshetova, S. S. Talismanov, S. E. Nefedov, G. G. Aleksandrov, I. L. Eremenko, and I. I. Moiseev, Izv. Akad. Nauk, Ser. Khim., 2002, 454 [Russ. Chem. Bull., Int. Ed., 2002, 51, 488].

    Google Scholar 

  2. A. Aguiari, E. Bullita, P. Casellato, S. Tamburini, and P. A. Vigato, Inorg. Chim. Acta, 1992, 202, 157.

    Google Scholar 

  3. K. Brychcy, K.-J. Jens, M. Tilsat, and U. Behrens, Chem. Ber., 1994, 127, 1817.

    Google Scholar 

  4. O. Hinsberg and P. Koller, Chem. Ber., 1896, 29, 1497.

    Google Scholar 

  5. D. Jerchel, H. Fisher, and M. Krachct, Justus Liebigs Ann. Chem., 1952, 575, 162 (and literature cited therein).

    Google Scholar 

  6. P. Jakobson, M. Jannicke, and F. Meyer, Chem. Ber., 1896, 29, 2682.

    Google Scholar 

  7. R. Weidenhagen, Chem. Ber., 1936, 69, 2263.

    Google Scholar 

  8. D. N. Laikov, Ph. D. (Phys.-Math.) Thesis, Moscow State Univ., Moscow, 2000 (in Russian).

  9. H. Fenniri, C. Dallaire, D. P. Funeriu, and J.-M. Lehn, J. Chem. Soc., Perkin Trans. 2, 1997, 2073.

  10. J. P. Perdew, K. Burke, and M. Ernzerhof, Phys. Rev. Lett., 1996, 77, 3865.

    Google Scholar 

  11. Yu. A. Ustynyuk, L. Yu. Ustynyuk, D. N. Laikov, and V. V. Lunin, J. Organomet. Chem., 2000, 597, 182.

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Department of Chemistry, M. V. Lomonosov Moscow State University, Leninskie Gory, 119992, Moscow, Russian Federation

    N. E. Borisova, M. D. Reshetova & Yu. A. Ustynyuk

Authors
  1. N. E. Borisova
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. M. D. Reshetova
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Yu. A. Ustynyuk
    View author publications

    You can also search for this author in PubMed Google Scholar

Rights and permissions

Reprints and permissions

About this article

Cite this article

Borisova, N.E., Reshetova, M.D. & Ustynyuk, Y.A. Binuclear and polynuclear transition metal complexes with macrocyclic ligands. 3. New polydentate macrocyclic ligands in reactions of 4-alkyl-2,6-diformylphenols with 1,2-diaminobenzenes. Russian Chemical Bulletin 53, 181–188 (2004). https://doi.org/10.1023/B:RUCB.0000024848.03470.25

Download citation

  • Issue Date:

  • DOI: https://doi.org/10.1023/B:RUCB.0000024848.03470.25

Search

Navigation