Russian Chemical Bulletin

, Volume 43, Issue 5, pp 871–873 | Cite as

5,10,15,20-Tetracymantrenylporphyrin and 5,10,15-tricymantrenylcorrol

  • N. M. Loim
  • E. V. Grishko
  • N. I. Pyshnograeva
  • E. V. Vorontsov
  • V. I. Sokolov
Organometallic Chemistry

Abstract

The reaction of pyrrol with cymantrenecarboxaldehyde in acetic acid results in 5,10,15,20-tetracymantrenylporphyrin (1) and 5,10,15-tricymantrenylcorrol (2). Porphyrin synthesis according to Lindsey's method only affords compound 1 in high yield. The NH-tautomerism in molecules 1 and 2 was investigated by dynamic NMR spectroscopy. It was shown that free rotation of the (CO)3MnC5H4 fragments around the bond with the carbon atoms in themeso-positions of the porhpyrin macrocycle occurs.

Key words

porphyrin corrol N-H-tautomerism cymantrene 

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

References

  1. 1.
    N. I. Pyshnograeva, N. M. Loim, and V. I. Sokolov,Dokl. Akad. Nauk SSSR, 1991,318, 345 [Dokl. Chem., 1991,318 (Engl. Transl.)].Google Scholar
  2. 2.
    J. S. Lindsey and R. W. Wagner,J. Org. Chem., 1989,54, 828.Google Scholar
  3. 3.
    A. W. Made, E. J. H. Hoppenbrouwer, R. J. M. Nolte, and W. Drenth,Rec. Trav. Chim., 1988,107, 15.Google Scholar
  4. 4.
    J. P. Collman, R. R. Gagne, C. A. Reed, T. R. Halbert, G. Lang, and G. N. T. Robinson,J. Am. Chem. Soc., 1975,97, 1427.Google Scholar
  5. 5.
    R. K. Pandey, H. Zhou, K. Gerzevske, and K. M. Smith,J. Chem. Soc., Chem. Commun.,1992, 183.Google Scholar
  6. 6.
    J. Engtl and A. Gossauer,J. Chem. Soc., Perkin Trans, 1, 1978, 871.Google Scholar
  7. 7.
    A. W. Johnsen and I. T. Kay,J. Chem. Soc., 1965, 1620.Google Scholar
  8. 8.
    N. M. Loim, N. A. Abramova, Z. N. Parnes, and D. N. Kursanov,J. Organomet. Chem., 1979,168, 33.Google Scholar

Copyright information

© Plenum Publishing Corporation 1995

Authors and Affiliations

  • N. M. Loim
    • 1
  • E. V. Grishko
    • 1
  • N. I. Pyshnograeva
    • 1
  • E. V. Vorontsov
    • 1
  • V. I. Sokolov
    • 1
  1. 1.A. N. Nesmeyanov Institute of Organoelement CompoundsRussian Academy of SciencesMoscowRussian Federation

Personalised recommendations