Conclusions
The reaction of triphenyl phosphite and di- and tribromoacetaldehydes proceeds through initial halophilic attack with subsequent formation of triphenyl phosphate and tetraphenylphosphonium bromide.
Literature cited
R. Hudson, Structure and Mechanism in Organophosphorus Chemistry, Academic Press, New York (1966); I. J. Borowitz and R. K. Grouch, Phosphorus,2, 209 (1973).
E. Gaydou and J. P. Bianhini, Can. J. Chem.,54, 3626 (1976).
D. B. Denney and F. A. Wagner, Phosphorus,2, 281 (1973); T. Kh. Gazizov, Yu. I. Sudarev, and A. N. Pudovik, Zh. Obshch. Khim.,46, 2383 (1976); A. N. Pudovik, T. Kh. Gazizov, V. I. Kovalenko, et al., Dokl. Akad. Nauk SSSR,228, 1115 (1976).
C. J. Cooksey, I. Penehazy, G. Szakal, et al., Tetrahedron,39, 4229 (1983); V. Mark, J. Am. Chem. Soc.,85, 1884 (1963).
Yu. G. Gololobov, P. V. Kolodka, A. S. Oganesyan, et al., Zh. Obshch. Khim.,56, 1708 (1986).
F. Ramirez, A. J. Bigler, and C. P. Smith, Tetrahedron,24, 5041 (1968).
K. Tseng, J. Org. Chem.,44, 2793 (1979); L. V. Nesterov, R. I. Mutalapova, S. G. Salikhov, and É. I. Loginova, Izv. Akad. Nauk SSSR, Ser. Khim., 414 (1971).
J. Gloede and H. Gross, J. Prakt. Chem.,321, 1029 (1979).
D. V. Griffiths and J. C. Tebby, J. Chem. Soc. Chem. Commun., 871 (1986).
Author information
Authors and Affiliations
Additional information
Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 7, pp. 1668–1670, July, 1988.
Rights and permissions
About this article
Cite this article
Sinyashina, T.N., Mironov, V.F., Ofitserov, E.N. et al. Reactions of triphenyl phosphite with di- and tribromoacetaldehydes. Russ Chem Bull 37, 1483–1485 (1988). https://doi.org/10.1007/BF00962767
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00962767