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Pincer ligands based on α-amino acids: I. Synthesis of polydentate ligands from pyrrole-2,5-dicarbaldehyde

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Abstract

New chiral pincer ligands having CH=N moieties were synthesized by condensation of 1H-pyrrole-2,5-dicarbaldehyde with l-methionine and l-histidine methyl esters. Their reduction under mild conditions (NaBH4, −30°C) gave the corresponding amine ligands in high yields. An improved procedure for the preparation of 1H-pyrrole-2,5-dicarbaldehyde was proposed.

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Authors and Affiliations

  1. Institute of Physical Organic Chemistry, National Academy of Sciences of Belarus, ul. Surganova 13, Minsk, 220072, Belarus

    V. A. Knizhnikov, N. Ya. Yurashevich, L. A. Popova & Z. P. Zubreichuk

  2. Faculty of Chemistry, Moscow State University, Vorob’evy gory 1/3, Moscow, 119992, Russia

    N. E. Borisova & M. D. Reshetova

  3. Institute of Physical Chemistry and Electrochemistry, Russian Academy of Sciences, Moscow, Russia

    A. Yu. Chernyad’ev

Authors
  1. V. A. Knizhnikov
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  2. N. E. Borisova
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  3. N. Ya. Yurashevich
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  4. L. A. Popova
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  5. A. Yu. Chernyad’ev
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  6. Z. P. Zubreichuk
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  7. M. D. Reshetova
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Additional information

Original Russian Text © V.A. Knizhnikov, N.E. Borisova, N.Ya. Yurashevich, L.A. Popova, A.Yu. Chernyad’ev, Z.P. Zubreichuk, M.D. Reshetova, 2007, published in Zhurnal Organicheskoi Khimii, 2007, Vol. 43, No. 6, pp. 858–862.

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Knizhnikov, V.A., Borisova, N.E., Yurashevich, N.Y. et al. Pincer ligands based on α-amino acids: I. Synthesis of polydentate ligands from pyrrole-2,5-dicarbaldehyde. Russ J Org Chem 43, 855–860 (2007). https://doi.org/10.1134/S1070428007060097

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  • DOI: https://doi.org/10.1134/S1070428007060097

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