Abstract
Novel dialkylaminocarbenium salts with metallocomplex counter ions were prepared by the reaction of phosgene with either DMF or tetramethylurea in the presence of metal chlorides. Reactions of organosilicon amides with phosgene gave corresponding carbenium salts, while organosilicon ureas yielded aminoiminocarbenium salts. Dialkylaminochlorocarbenium salts were reduced with hydrosilanes to give dialkylaminocarbenium, salts and can be easily hydrolyzed to afford either amides or ureas. Pathways of the reaction with water and alcohols depend on the nature of reagent and the reaction conditions.
Similar content being viewed by others
References
A. I. Gusev, V. D. Sheludyakov, A. V. Uvarov, S. N. Gurkova, and M. G. Los',Dokl. Akad. Nauk SSSR, 1975,220, 613 [Dokl. Chem., 1975 (Engl. Transl.)].
A. V. Uvarov, A. I. Gusev, V. D. Sheludyakov, and E. A. Budreiko,Dokl. Akad. Nauk SSSR, 1975,225, 879 [Dokl. Chem., 1975 (Engl. Transl.)].
A. V. Uvarov, Yu. Ya. Kharitonov, A. I. Gusev, V. D. Sheludyakov, and S. N. Gurkova,Koord. Khim., 1976,2, 712 [Sov. J. Coord. Chem., 1976,2 (Engl. Transl.)].
V. D. Sheludyakov, Z. V. Belyakova, V. M. Shevchenko, A. I. Gusev, and E. B. Chuklanova,Metalloorg. Khim., 1988,1, 428 [Organomet. Chem. USSR, 1988,1 (Engl. Transl.)].
D. S. Hepburn and H. R. Hudson,Chem. Ind., 1974,17, 664.
C. S. Wilcox and R. E. Babston,Synthesis, 1985,10, 941.
V. Bazant, V. Chvalovsky, and J. Rathousky, inOrganosilicon Compounds, Publishing House of the Czechoslovak Academy of Sciences, Prague, 1965,2(2), 469.
Spravochnik khimika [Handbook for Chemist], Khimiya, Moscow-Leningrad, 1963,2, 169 (in Russian).
Author information
Authors and Affiliations
Additional information
Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 5, pp. 1035–1040, May 1997.
Rights and permissions
About this article
Cite this article
Sheludyakov, V.D., Belyakova, Z.V., Shevchenko, V.M. et al. Synthesis and properties of novel dialkylaminocarbenium salts. Russ Chem Bull 46, 997–1002 (1997). https://doi.org/10.1007/BF02496133
Received:
Revised:
Issue Date:
DOI: https://doi.org/10.1007/BF02496133