Conclusions
-
1.
Neobarenes are isomerized to barenes via the dianions of the dicarbadodecaboranes (14), in which connection the isomerization must be regarded as being a three-step process: a) reduction, b) isomerization of the dianion, and c) oxidation.
-
2.
The dianions of the dicarbadodecaboranes (14) form barenes when treated with oxidizing agents.
-
3.
The rapid addition of two equivalents of the metal occurs when the neobarenes are treated with alkali metals in liquid ammonia, with the formation of the adduct (m-B10H10C2RR′)2M, which is easily isomerized to the adduct (o-B10H10C2RR′)2M.
-
4.
The transfer of two electrons to the barene or neobarene nucleus occurs when the barenes or neobarenes are treated with aromatic anion-radicals of the type of naphthalenesodium in tetrahydrofuran solution, with the formation of the dianions.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
Literature cited
R. Hoffmann and W. N. Lipscomb, J. Chem. Phys.,36, 3489 (1962); Inorgan. Chem.,2, 231 (1963).
D. Grafstein and J. Dvorak, Inorgan. Chem.,2, 1128 (1963).
P. M. Garrett, F. N. Tebbe, and M. F. Hawthorne, J. Amer. Chem. Soc.,86, 5016 (1964).
L. I. Zakharkin and V. N. Kalinin, Izv. AN SSSR, Ser. Khim.,1965, 2206.
L. I. Zakharkin and V. N. Kalinin, Dokl. AN SSSR,169, 590 (1966).
R. M. Salinger and C. L. Frye, Inorgan. Chem.,4, 1815 (1965).
K. A. Bilevich, L. I. Zakharkin, and O. Yu. Okhlobystin, Izv. AN SSSR, Ser. Khim.,1967, 448.
J. A. Dupont and M. F. Hawthorne, J. Amer. Chem. Soc.,86, 1643 (1964).
Author information
Authors and Affiliations
Additional information
Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 10, pp. 2310–2316, October, 1967.
Rights and permissions
About this article
Cite this article
Zakharkin, L.I., Kalinin, V.N. & Podvisotskaya, L.S. Isomerization of neobarenes to barenes. Russ Chem Bull 16, 2212–2217 (1967). https://doi.org/10.1007/BF00913307
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00913307