Abstract
The interactions between an acetylene molecule and lithium hydrosulfide in the dissociated and undissociated states have been calculated in the framework of the semiempirical MNDO method. It has been established that acetylene can easily form molecular complexes with lithium hydrosulfide, which are stable toward all the possible types of nonradical dissociation. A comparison with the previously considered reaction between C2H2 and LiOH shows that in the case of LiSH, the activation barriers to the isomerization of the complex C2H2·LiSH to vinyl mercaptans are considerably lower.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
Literature cited
B. A. Trofimov and S. V. Amosova, Divinyl Sulfide and Its Derivatives [in Russian], Nauka, Novosibirsk (1983).
B. A. Trofimov, Z. Chem.,26, 41 (1986).
O. Yu. Dolgunicheva, F. S. Dubnikov, N. M. Vitkovskaya, and B. A. Trofimov, Izv. Akad. Nauk SSSR, Ser. Khim., No. 9, 2056 (1988).
M. J. S. Dewar and W. Thiel, J. Am. Chem. Soc.,99, 4899 (1977).
M. J. S. Dewar, H. S. Rzepa, and M. L. McKee, J. Am. Chem. Soc.,100, 3607 (1978).
N. M. Vitkovskaya, O. Yu. Dolgunicheva, F. S. Dubnikova, and B. A. Trofimov, Izv. Akad. Nauk SSSR, Ser. Khim., No. 6, 1343 (1988).
N. M. Vitkovskaya, O. Yu. Dolgunicheva, F. S. Dubnikova, and B. A. Trofimov, Izv. Akad. Nauk SSSR, Ser. Khim., No. 6, 1335 (1988).
Author information
Authors and Affiliations
Additional information
Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 8, pp. 1792–1796, August, 1989.
Rights and permissions
About this article
Cite this article
Dubnikova, F.S., Dolgunicheva, O.Y., Vitkovskaya, N.M. et al. Quantum-chemical investigation of the mechanisms of nucleophilic addition reactions to acetylene. Russ Chem Bull 38, 1641–1645 (1989). https://doi.org/10.1007/BF00956947
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00956947