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Reaction of the superacid HGeCl3 with aromatic compounds. 5. Hydrogermylation of benzene, toluene, m-xylene, and mesitylene at high pressure

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Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Conclusion

Trichlorogermane under pressure can effect the noncatalytic hydrogermylation of aromatic multiple bonds in benzene and its simpler methyl derivatives with the preferential formation of the corresponding bisgermyl derivatives of cyclohexene. The reaction is accelerated by the introduction of methyl groups into the molecule in agreement with the electrophilic nature of trichlorogermane, and the considerable accelerating effect of high pressure can be considered as evidence of a slow stage in this process, proceeding via a molecular mechanism.

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Literature cited

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Authors and Affiliations

  1. N. D. Zelinskii Institute of Organic Chemistry, Academy of Sciences of the USSR, Moscow

    S. P. Kolesnikov, I. V. Lyudkovskaya, S. L. Povarov, Z. G. Makarova, V. M. Zhulin & O. M. Nefedov

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  1. S. P. Kolesnikov
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  2. I. V. Lyudkovskaya
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  3. S. L. Povarov
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  4. Z. G. Makarova
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  5. V. M. Zhulin
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  6. O. M. Nefedov
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Additional information

For communication 4, see [1].

For the preliminary communication, see [2].

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 4, pp. 882–886, April, 1987.

The authors wish to thank M. Ya. Botnikov for assistance in carrying out the GLC-mass spectrometry studies.

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Kolesnikov, S.P., Lyudkovskaya, I.V., Povarov, S.L. et al. Reaction of the superacid HGeCl3 with aromatic compounds. 5. Hydrogermylation of benzene, toluene, m-xylene, and mesitylene at high pressure. Russ Chem Bull 36, 808–812 (1987). https://doi.org/10.1007/BF00962327

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  • DOI: https://doi.org/10.1007/BF00962327

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