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Electrophilic alkylation of carboranes with alkyl halides in the presence of AlCl3

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

Conclusions

  1. 1.

    In the presence of AlCl3, CH3Br, CH3I, and C2H5Br alkylate o- and m-carborane at the boron atoms in the carborane ring, with the formation of B-alkyl-o- and B-alkyl-m-carboranes, consisting of from one to eight alkyl groups per molecule.

  2. 2.

    In the presence of AlCl3, the reaction of i-C3H7Br with o- and m-carborane leads chiefly to the formation of the corresponding B-mono-, diisopropyl-o-, and diisopropyl-mcarboranes.

  3. 3.

    In the presence of AlCl3, arsacarborane and phosphocarborane react with C2H5Br. Alkylation at the boron atoms of the carborane ring takes place.

  4. 4.

    In the presence of AlCl2, cyclopentadienyldicarbolylcobalt reacts with CH3I, C2H5Br, and i-C3H7Br, undergoing alkylation as well as halogenation at the boron atoms of the carbonate ring.

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Literature cited

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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 3, pp. 641–644, March, 1977.

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Zakharkin, L.I., Pisareva, I.V. & Bikkineev, R.K. Electrophilic alkylation of carboranes with alkyl halides in the presence of AlCl3 . Russ Chem Bull 26, 577–580 (1977). https://doi.org/10.1007/BF01179470

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  • DOI: https://doi.org/10.1007/BF01179470

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