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Bicymantrenyl chemistry

Substitution reactions in Cp rings of (CO)3MnC5H4C5H4Mn(CO)2PPh3 complex

  • Organometallic Chemistry
  • Published:
Russian Chemical Bulletin Aims and scope

Abstract

The complex (CO)3MnC5H4C5H4Mn(CO)2PPh3 (2) can be involved in electrophilic reactions such as hydrogen-deuterium exchange with CF3COOD in CH2Cl2 and acetylation with a MeCOCl−AlCl3 mixture. In both cases, the substituent (D or MeCO) only enters the C5H4Mn(CO)2PPh3 ring. Metallation of 2 with BuLi (THF, −60°C) occurs exclusively in the C5H4Mn(CO)3 ring. Quenching of Li-containing derivatives with DMF results in a mixture of two isomeric aldehydes with the substituent in position 2 or 3. Reduction of 3-aldehyde with NaBH4 gives the corresponding carbinol (6b). Metallation of the latter followed by quenching with DMF gives hydroxyaldehyde (CO)2PPh3MnC5H4C5H2(CH2OH)(CHO)Mn(CO)3.

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Authors and Affiliations

  1. A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 28 ul. Vavilova, 117813, Moscow, Russian Federation

    S. V. Suprunovich, E. V. Vorontsov & A. G. Ginzburg

Authors
  1. S. V. Suprunovich
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  2. E. V. Vorontsov
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  3. A. G. Ginzburg
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Additional information

For Part 4, see Ref. 1.

Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 1, pp. 163–167, January, 1997.

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Suprunovich, S.V., Vorontsov, E.V. & Ginzburg, A.G. Bicymantrenyl chemistry. Russ Chem Bull 46, 159–163 (1997). https://doi.org/10.1007/BF02495366

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  • DOI: https://doi.org/10.1007/BF02495366

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