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Catalytic cycloaddition of diazoalkanes to fullerene C60

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Abstract

Cycloaddition to fullerene C60 of monosubstituted diazomethanes generated in situ by oxidation of aldehyde hydrazones in the presence of Pd(acac)2-2 PPh3-4 Et3Al as catalytic system resulted in selective formation of homofullerenes in which the alkyl substituent is located above the plane of the five-membered ring in C60. Under analogous conditions, unsymmetrical disubstituted diazomethanes generated from the corresponding ketone hydrazones gave rise to mixtures of stereoisomeric 5,6-open adducts.

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Authors and Affiliations

  1. Institute of Petroleum Chemistry and Catalysis, Russian Academy of Sciences, pr. Oktyabrya 141, Ufa, 450075, Bashkortostan, Russia

    A. R. Tuktarov, V. V. Korolev, D. Sh. Sabirov & U. M. Dzhemilev

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  1. A. R. Tuktarov
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  2. V. V. Korolev
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  3. D. Sh. Sabirov
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  4. U. M. Dzhemilev
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Corresponding author

Correspondence to A. R. Tuktarov.

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Original Russian Text © A.R. Tuktarov, V.V. Korolev, D.Sh. Sabirov, U.M. Dzhemilev, 2011, published in Zhurnal Organicheskoi Khimii, 2011, Vol. 47, No. 1, pp. 45–50.

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Tuktarov, A.R., Korolev, V.V., Sabirov, D.S. et al. Catalytic cycloaddition of diazoalkanes to fullerene C60 . Russ J Org Chem 47, 41–47 (2011). https://doi.org/10.1134/S1070428011010039

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  • DOI: https://doi.org/10.1134/S1070428011010039

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