Abstract
Certain phosphorylmethylpyridines and their N-oxides were synthesized, which are of interest as extractants and complex-forming agents. Their equilibrium CH-acidity with reference to 9-phenylfluorene (K+ counterion) was studied by the indicator method in dimethyl sulfoxide. The acidifying action of a series of pyridine groupings was characterized by means of σC − values.
Similar content being viewed by others
Literature cited
E. Uhlig and M. Schafer, J. Inorg. Nucl. Chem.,30, No. 11, 3109 (1968).
E. Maruszewska-Wieczorkowska and J. Michalski, Roczn. Chem.,38, No. 4, 625 (1964).
A. R. Katritskii (Katrizky) and B. Ternai, J. Chem. Soc. B, No. 7, 631 (1966).
E. M. Popov, M. I. Kabachnik, and L. S. Mayants, Usp. Khim.,30, No. 7, 846 (1961).
A. R. Katritskii (ed.), Physical Methods in the Chemistry of Heterocyclic Compounds [in Russian], Khimiya, Moscow-Leningrad (1966).
M. I. Terekhova, É. S. Petrov, S. P. Mesyats, and A. I. Shatenshtein, Zh. Obshch. Khim.,45, No. 7, 1529 (1975).
V. M. Vlasov, M. I. Terekhova, and É. S. Petrov, et al., Zh. Org. Khim.,18, No. 2, 1672 (1982).
B. A. Vigante, M. I. Terekhova, Ya. Ya. Ozals, and É. S. Petrov, Khim. Geterotsikl. Soedin., No. 9, 1228 (1989).
M. I. Terekhova, É. S. Petrov, E. M. Rokhlina, et al., Khim. Geterotsikl. Soedin., No. 8, 1104 (1979).
M. I. Terekhova, E. N. Tsvetkov, S. P. Mesyats, et al., Izv. Akad. Nauk SSSR, Ser. Khim., No. 4, 782 (1976).
A. G. Matveeva, M. I. Terekhova, N. P. Nesterova, et al., Izv. Akad. Nauk SSSR, Ser. Khim., No. 9, 2067 (1988).
I. O. Shapiro, M. I. Terekhova, Yu. I. Ranneva, et al., Zh. Obshch. Khim.,53, No. 6, 1386 (1988).
S. P. Mesyats, E. N. Tsvetkov, É. S. Petrov, et al., Izv. Akad. Nauk SSSR, Ser. Khim., No. 11, 2497 (1974).
F. G. Bordwell, Acc. Chem. Res.,21, No. 12, 456 (1988).
M. I. Kabachnik and T. A. Mastryukova, Dokl. Akad. Nauk SSSR,260, No. 4, 895 (1981).
K. Issleib and R. Lindner, Liebigs Ann.,707, 120 (1967).
E. Maruszewska-Wieczorkowska and J. Michalski, Roczn. Chem.,31, No. 2, 543 (1957).
W. Baker, K. M. Buggle, J. F. M. McOmie, and D. A. M. Watkins, J. Chem. Soc., No. 10, 3594 (1958).
M. Sander, Chem. Ber.,93, No. 5, 1220 (1960).
N. N. Goldberg, L. B. Barkley, and R. Levine, J. Am. Chem. Soc.,73, No. 9, 4301 (1951).
Author information
Authors and Affiliations
Additional information
Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 4, pp. 912–921, April, 1991.
Rights and permissions
About this article
Cite this article
Bodrin, G.V., Matveeva, A.G., Terekhova, M.I. et al. Phosphorylmethylpyridines and their N-oxides: Synthesis and equilibrium CH-acidity. Russ Chem Bull 40, 810–818 (1991). https://doi.org/10.1007/BF00958579
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00958579